1-(4-Amino-3-fluorophenyl)pyridin-2-one → HCID 58748294, compound

HRID 1162616Notes

Reaction equation

C(O[C:4](=[O:21])[CH2:5][N:6]1[CH2:10][CH2:9][C@@H:8]([NH:11][S:12]([C:15]2[S:16][C:17]([Cl:20])=[CH:18][CH:19]=2)(=[O:14])=[O:13])[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]>>[Cl:20][C:17]1[S:16][C:15]([S:12]([NH:11][C@@H:8]2[CH2:9][CH2:10][N:6]([CH2:5][C:4]([NH:22][C:23]3[CH:28]=[CH:27][C:26]([N:29]4[CH:34]=[CH:33][CH:32]=[CH:31][C:30]4=[O:35])=[CH:25][C:24]=3[F:36])=[O:21])[CH2:7]2)(=[O:13])=[O:14])=[CH:19][CH:18]=1

Participants

Reactant 2

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

HCID 58748187HCID 58748187, compound

Product 1

HCID 58748294HCID 58748294, compound

Procedure

8.2 Using general procedure F [(R)-3-(5-chloro-thiophene-2-sulfonylamino)-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 2-[(R)-3-(5-chloro-thiophene-2-sulfonylamino)-pyrrolidin-1-yl]-N-[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenyl]-acetamide. White solid. MS 511.3 ([M+H]+)

Sources & evidence

ORD record: ord-021e2a90017340ef8a5c518b2b9a5367
Source dataset: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07820699B2

Reaction notes

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