5-Chloro-2-thiophenecarboxylic acid → HCID 11949478, compound
Reaction equation
FC(F)(F)C(O)=O.[F:8][C:9]1[CH:14]=[C:13]([N:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]2=[O:21])[CH:12]=[CH:11][C:10]=1[NH:22][C:23]([N:25]1[CH2:29][C@@H:28]([C:30]([F:33])([F:32])[F:31])[C@H:27]([CH2:34][NH2:35])[CH2:26]1)=[O:24].[Cl:36][C:37]1[S:41][C:40]([C:42](O)=[O:43])=[CH:39][CH:38]=1>>[F:8][C:9]1[CH:14]=[C:13]([N:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]2=[O:21])[CH:12]=[CH:11][C:10]=1[NH:22][C:23]([N:25]1[CH2:29][C@@H:28]([C:30]([F:31])([F:32])[F:33])[C@H:27]([CH2:34][NH:35][C:42]([C:40]2[S:41][C:37]([Cl:36])=[CH:38][CH:39]=2)=[O:43])[CH2:26]1)=[O:24]Participants
3
Procedure
77.3 Using general method E, (3R,4S)-3-aminomethyl-4-trifluoromethyl-pyrrolidine-1-carboxylic acid[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenyl]-amide trifluoro acetate was coupled with 5-chlorothiophene-2-carboxylic acid to give (3R,4S)-3-{[(5-chloro-thiophene-2-carbonyl)-amino]-methyl}-4-trifluoromethyl-pyrrolidine-1-carboxy-lic acid[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenyl]-amide. White solid. MS 443.0 ([M+H]+)
Sources & evidence
- ORD record
- ord-2669e11d00544c5bb09e19f2a4ad35a2
- Source dataset
- uspto-grants-2010_10
- Patent number
- US07820699B2
Reaction notes
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