1-(4-Amino-3-fluorophenyl)pyridin-2-one → HCID 58748249, compound

HRID 1162648Notes

Reaction equation

C(O[C:4](=[O:21])[CH2:5][N:6]1[CH2:10][C:9](=[CH2:11])[C@@H:8]([NH:12][C:13]([C:15]2[S:16][C:17]([Cl:20])=[CH:18][CH:19]=2)=[O:14])[CH2:7]1)C.[NH2:22][C:23]1[CH:28]=[CH:27][C:26]([N:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]2=[O:35])=[CH:25][C:24]=1[F:36]>>[F:36][C:24]1[CH:25]=[C:26]([N:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]2=[O:35])[CH:27]=[CH:28][C:23]=1[NH:22][C:4]([CH2:5][N:6]1[CH2:10][C:9](=[CH2:11])[C@@H:8]([NH:12][C:13]([C:15]2[S:16][C:17]([Cl:20])=[CH:18][CH:19]=2)=[O:14])[CH2:7]1)=[O:21]

Participants

Reactant 2

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

HCID 58748233HCID 58748233, compound

Product 1

HCID 58748249HCID 58748249, compound

Procedure

39.4 Using general procedure F {(R)-3-[(5-chloro-thiophene-2-carbonyl)-amino]-4-methylene-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}-4-methylene-pyrrolidin-3-yl)-amide. Yellow solid. MS 487.2 ([M+H]+)

Sources & evidence

ORD record: ord-bab441f60ae44bc1954056406f0dda98
Source dataset: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07820699B2

Reaction notes

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