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Scalable Synthesis of Trifluoromethylated Imidazo-Fused N‑Heterocycles Using TFAA and Trifluoroacetamide as CF3‑Reagents

Organic letters, 2017-12, Vol.19 (24), p.6578-6581

2017

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Development of a Scalable, Racemic First-Generation Route for CXCR7 Antagonist ACT-1004-1239 via cis-to-trans Epimerization and Subsequent Separation of Enantiomers

Organic process research & development, 2024-06, Vol.28 (6), p.2090-2102

2024

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Development of a 2nd Generation Process for 3‐Ethyl‐4‐Hydroxy‐5‐Methylbenzonitrile – A Key Building Block of S1P1 Receptor Modulator Cenerimod – through a Non‐Classical Nitrile Formation Using Hydroxylamine‐O‐sulfonic Acid (HOSA)

Helvetica chimica acta, 2023-12, Vol.106 (12), p.n/a

2023

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Sandmeyer Chlorosulfonylation of (Hetero)Aromatic Amines Using DABSO as an SO2 Surrogate

Organic letters, 2024-07, Vol.26 (28), p.5951-5955

2024

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Discovery of the Potent, Selective, Orally Available CXCR7 Antagonist ACT-1004-1239

Journal of medicinal chemistry, 2020-12, Vol.63 (24), p.15864-15882

2020

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Development of a Scalable Route toward an Alkylated 1,2,4-Triazol, a Key Starting Material for CXCR3 Antagonist ACT-777991

Organic process research & development, 2023-05, Vol.27 (5), p.928-937

2023

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Development of a Scalable, Stereoselective Second-Generation Route for CXCR7 Antagonist ACT-1004-1239 via Chiral Enamine Reduction and a Novel Telescoped Sequence of Transesterification, cis-to-trans Epimerization, and Saponification

Organic process research & development, 2024-06, Vol.28 (6), p.2103-2116

2024

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Scalable Synthesis of C5aR1 Antagonist ACT-1014-6470 via N 7‑Selective Reductive Amination of an Unprotected Pyrazole Starting Material and Intramolecular Urea Formation with 1,1′-Carbonyl-di(1,2,4-triazol) (CDT)

Organic process research & development, 2024-06, Vol.28 (6), p.2269-2283

2024

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Suzuki–Miyaura Coupling of Aryl Nosylates with Diethanolamine Boronates

Synthesis (Stuttgart), 2023-03, Vol.55 (19), p.3159-3171

2023

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Scalable, Chromatography‐Free Synthesis of 2‐(3‐Bromophenyl)‐2H‐1,2,3‐triazole through N−N Bond Forming Cyclization

Helvetica chimica acta, 2023-10, Vol.106 (10)

2023

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Facile Synthesis of Sterically Hindered and Electron-Deficient Secondary Amides from Isocyanates

Angewandte Chemie International Edition, 2012-09, Vol.51 (36), p.9173-9175

International ed. in English, 2012

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Development of a Scalable Electrophilic Amination Protocol for the Multi-kg Production of 5‑Methyl-2-pyridinesulfonamide: A Regulatory Starting Material of Endothelin Receptor Antagonist Clazosentan

Organic process research & development, 2023-07, Vol.27 (7), p.1377-1383

2023

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Development of a Scalable Route for a Key Benzothiazole Building Block via a Pd-Catalyzed Migita Coupling with a Nonsmelly Thiol Surrogate

Organic process research & development, 2022-12, Vol.26 (12), p.3373-3379

2022

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Synthesis of Sterically Hindered N‑Acylated Amino Acids from N‑Carboxyanhydrides

Organic letters, 2014-03, Vol.16 (5), p.1526-1529

2014

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Synthesis of Methyl 3‑Hydroxyisoxazole-5-Carboxylate Via Bromination of Dimethyl Fumarate under Photoflow Conditions and Its Safe Homologation into 3‑(3-Methoxyisoxazol-5-yl) Propanoic Acid

Organic process research & development, 2024-05, Vol.28 (5), p.1690-1703

2024

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Large-Scale Synthesis of LPA1-Receptor Antagonist ACT-1016-0707

Organic process research & development, 2024-02, Vol.28 (2), p.577-587

2024

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Discovery of the Clinical Candidate IDOR-1117-2520: A Potent and Selective Antagonist of CCR6 for Autoimmune Diseases

Journal of medicinal chemistry, 2024-05, Vol.67 (10), p.8077-8098

2024

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Development of a Scalable Route for a Key Thiadiazole Building Block via Sequential Sandmeyer Bromination and Room-Temperature Suzuki–Miyaura Coupling

Organic process research & development, 2020-02, Vol.24 (2), p.228-234

2020

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Development of a Scalable Route for a Highly Polar Heterocyclic Aminocyclopropyl Building Block

Organic process research & development, 2020-09, Vol.24 (9), p.1735-1742

2020

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Synthesis of (1 R )‐1‐(4‐Bromophenyl)‐2,2,2‐trifluoroethan‐1‐amine Hydrochloride through Diastereoselective Trifluoromethylation of a Chiral Sulfinimine

Helvetica chimica acta, 2023-10, Vol.106 (10)

2023

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Initial Route Scouting and Final Process Development for the Multi-Kg Production of 3‑Fluoro-6-methoxyquinoline from p‑Anisidine and 2‑Fluoromalonic Acid

Organic process research & development, 2022-02, Vol.26 (2), p.347-357

2022

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Friedel-Crafts Benzylation of Activated and Deactivated Arenes

Angewandte Chemie International Edition, 2011-11, Vol.50 (46), p.10913-10916

International ed. in English, 2011

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Development of a 2 nd Generation Process for 3‐Ethyl‐4‐Hydroxy‐5‐Methylbenzonitrile – A Key Building Block of S1P 1 Receptor Modulator Cenerimod – through a Non‐Classical Nitrile Formation Using Hydroxylamine‐ O ‐sulfonic Acid (HOSA)

Helvetica chimica acta, 2023-12, Vol.106 (12)

2023

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The synthesis of sterically hindered amides

Chimia, 2014-01, Vol.68 (4), p.252

2014

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Large‐Scale Synthesis of 4‐Methyl‐2‐(2 H ‐1,2,3‐triazol‐2‐yl)benzoic Acid – A Key Fragment of Single Orexin Receptor Antagonist ACT‐539313 – through Cu 2 O‐Catalyzed, Ligand‐Free Ullmann–Goldberg Coupling

Helvetica chimica acta, 2023-01, Vol.106 (1)

2023

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Scalable Synthesis of Trifluoromethylated Imidazo-Fused N‑Heterocycles Using TFAA and Trifluoroacetamide as CF3‑Reagents

Development of a Scalable, Racemic First-Generation Route for CXCR7 Antagonist ACT-1004-1239 via cis-to-trans Epimerization and Subsequent Separation of Enantiomers

Development of a 2nd Generation Process for 3‐Ethyl‐4‐Hydroxy‐5‐Methylbenzonitrile – A Key Building Block of S1P1 Receptor Modulator Cenerimod – through a Non‐Classical Nitrile Formation Using Hydroxylamine‐O‐sulfonic Acid (HOSA)

Sandmeyer Chlorosulfonylation of (Hetero)Aromatic Amines Using DABSO as an SO2 Surrogate

Discovery of the Potent, Selective, Orally Available CXCR7 Antagonist ACT-1004-1239

Development of a Scalable Route toward an Alkylated 1,2,4-Triazol, a Key Starting Material for CXCR3 Antagonist ACT-777991

Development of a Scalable, Stereoselective Second-Generation Route for CXCR7 Antagonist ACT-1004-1239 via Chiral Enamine Reduction and a Novel Telescoped Sequence of Transesterification, cis-to-trans Epimerization, and Saponification

Scalable Synthesis of C5aR1 Antagonist ACT-1014-6470 via N 7‑Selective Reductive Amination of an Unprotected Pyrazole Starting Material and Intramolecular Urea Formation with 1,1′-Carbonyl-di(1,2,4-triazol) (CDT)

Suzuki–Miyaura Coupling of Aryl Nosylates with Diethanolamine Boronates

Scalable, Chromatography‐Free Synthesis of 2‐(3‐Bromophenyl)‐2H‐1,2,3‐triazole through N−N Bond Forming Cyclization

Facile Synthesis of Sterically Hindered and Electron-Deficient Secondary Amides from Isocyanates

Development of a Scalable Electrophilic Amination Protocol for the Multi-kg Production of 5‑Methyl-2-pyridinesulfonamide: A Regulatory Starting Material of Endothelin Receptor Antagonist Clazosentan

Development of a Scalable Route for a Key Benzothiazole Building Block via a Pd-Catalyzed Migita Coupling with a Nonsmelly Thiol Surrogate

Synthesis of Sterically Hindered N‑Acylated Amino Acids from N‑Carboxyanhydrides

Synthesis of Methyl 3‑Hydroxyisoxazole-5-Carboxylate Via Bromination of Dimethyl Fumarate under Photoflow Conditions and Its Safe Homologation into 3‑(3-Methoxyisoxazol-5-yl) Propanoic Acid

Large-Scale Synthesis of LPA1-Receptor Antagonist ACT-1016-0707

Discovery of the Clinical Candidate IDOR-1117-2520: A Potent and Selective Antagonist of CCR6 for Autoimmune Diseases

Development of a Scalable Route for a Key Thiadiazole Building Block via Sequential Sandmeyer Bromination and Room-Temperature Suzuki–Miyaura Coupling

Development of a Scalable Route for a Highly Polar Heterocyclic Aminocyclopropyl Building Block

Synthesis of (1 R )‐1‐(4‐Bromophenyl)‐2,2,2‐trifluoroethan‐1‐amine Hydrochloride through Diastereoselective Trifluoromethylation of a Chiral Sulfinimine

Initial Route Scouting and Final Process Development for the Multi-Kg Production of 3‑Fluoro-6-methoxyquinoline from p‑Anisidine and 2‑Fluoromalonic Acid

Friedel-Crafts Benzylation of Activated and Deactivated Arenes

Development of a 2 nd Generation Process for 3‐Ethyl‐4‐Hydroxy‐5‐Methylbenzonitrile – A Key Building Block of S1P 1 Receptor Modulator Cenerimod – through a Non‐Classical Nitrile Formation Using Hydroxylamine‐ O ‐sulfonic Acid (HOSA)

The synthesis of sterically hindered amides

Large‐Scale Synthesis of 4‐Methyl‐2‐(2 H ‐1,2,3‐triazol‐2‐yl)benzoic Acid – A Key Fragment of Single Orexin Receptor Antagonist ACT‐539313 – through Cu 2 O‐Catalyzed, Ligand‐Free Ullmann–Goldberg Coupling

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