1-(4-Amino-3-fluorophenyl)pyridin-2-one → HCID 42628060, compound

HRID 1162608Notes

Reaction equation

C(O[C:4](=[O:20])[CH2:5][N:6]1[CH2:10][CH2:9][C@@H:8]([NH:11][C:12]([C:14]2[S:15][C:16]([Cl:19])=[CH:17][CH:18]=2)=[O:13])[CH2:7]1)C.[NH2:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]2=[O:34])=[CH:24][C:23]=1[F:35]>>[F:35][C:23]1[CH:24]=[C:25]([N:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]2=[O:34])[CH:26]=[CH:27][C:22]=1[NH:21][C:4]([CH2:5][N:6]1[CH2:10][CH2:9][C@@H:8]([NH:11][C:12]([C:14]2[S:15][C:16]([Cl:19])=[CH:17][CH:18]=2)=[O:13])[CH2:7]1)=[O:20]

Participants

Reactant 2

HCID 221815481-(4-Amino-3-fluorophenyl)pyridin-2-one

HCID 58748323HCID 58748323, compound

Product 1

HCID 42628060HCID 42628060, compound

Procedure

1.4 Using general method F, {(R)-3-[(5-chloro-thiophene-2-carbonyl)-amino]-pyrrolidin-1-yl}-acetic acid ethyl ester was reacted with 1-(4-amino-3-fluoro-phenyl)-1H-pyridin-2-one (CAS 536747-52-1, prepared according to WO 2003045912) to give 5-chloro-thiophene-2-carboxylic acid ((R)-1-{[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-methyl}-pyrrolidin-3-yl)-amide. Off-white amorphous solid. Light yellow solid. MS 475.3 ([M+H]+)

Sources & evidence

ORD record: ord-8041b538e4a449c788bf05adf49ac4db
Source dataset: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07820699B2

Reaction notes

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