(S)-(+)-2-Phenylglycine amide → 6-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyrazine-2-carboxylic acid ((S)-carbamoyl-phenyl-methyl)-amide

HRID 1477786

Reaktionsgleichung

Reaktionsgleichung von HRID 1477786
[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([OH:14])=O)[CH:9]=[N:8][C:7]=2[N:15]2[CH2:18][C:17]([F:20])([F:19])[CH2:16]2)[CH2:3][CH2:2]1.[NH2:21][C@@H:22]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:23]([NH2:25])=[O:24]>>[C:23]([C@@H:22]([NH:21][C:12]([C:10]1[CH:9]=[N:8][C:7]([N:15]2[CH2:18][C:17]([F:20])([F:19])[CH2:16]2)=[C:6]([O:5][CH2:4][CH:1]2[CH2:2][CH2:3]2)[N:11]=1)=[O:14])[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)(=[O:24])[NH2:25]

Komponenten

3

Edukt 2

HCID 729986(S)-(+)-2-Phenylglycine amideHCID 866823246-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyrazine-2-carboxylic acid

Produkt 1

HCID 715256696-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyrazine-2-carboxylic acid ((S)-carbamoyl-phenyl-methyl)-amide

Versuchsvorschrift

The title compound was synthesized in analogy to Example 15, using 6-cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyrazine-2-carboxylic acid (Example 8d, 100 mg, 0.35 mmol) and (S)-2-amino-2-phenyl-acetamide (CAN 6485-52-5, 52.6 mg, 0.53 mmol) as starting materials, and isolated (25 mg, 17.07%) as light brown solid; LC-MS (UV peak area, ESI) 98.31%, 418.0 (M+H).

Aufarbeitung

  1. customisolated (25 mg, 17.07%) as light brown solid

Quellen und Nachweise

ORD-Eintrag
ord-917cde44fdb6435583ad67c2e299acc8
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09403808B2

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