[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenyl]-carbamic acid 4-nitro-phenyl ester → HCID 58748297, compound

HRID 1162700Notes

Reaction equation

HRID 1162700 reaction equation
FC(F)(F)C(O)=O.[OH:8][C@@H:9]1[CH2:13][NH:12][CH2:11][C@H:10]1[CH2:14][NH:15][C:16]([C:18]1[S:19][C:20]([Cl:23])=[CH:21][CH:22]=1)=[O:17].[N+](C1C=CC([O:33][C:34](=O)[NH:35][C:36]2[CH:41]=[CH:40][C:39]([N:42]3[CH:47]=[CH:46][CH:45]=[CH:44][C:43]3=[O:48])=[CH:38][C:37]=2[F:49])=CC=1)([O-])=O>>[F:49][C:37]1[CH:38]=[C:39]([N:42]2[CH:47]=[CH:46][CH:45]=[CH:44][C:43]2=[O:48])[CH:40]=[CH:41][C:36]=1[NH:35][C:34]([N:12]1[CH2:13][C@@H:9]([OH:8])[C@H:10]([CH2:14][NH:15][C:16]([C:18]2[S:19][C:20]([Cl:23])=[CH:21][CH:22]=2)=[O:17])[CH2:11]1)=[O:33]

Participants

3

Reactant 2

HCID 58748307[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenyl]-carbamic acid 4-nitro-phenyl esterHCID 131728408HCID 131728408, compound

Product 1

HCID 58748297HCID 58748297, compound

Procedure

79.7 Using general method H, to (3S,4S)-5-chloro-thiophene-2-carboxylic acid (4-hydroxy-pyrrolidin-3-ylmethyl)-amide trifluoro acetate was reacted with [2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenyl]-carbamic acid 4-nitro-phenyl ester (prepared according to example 54.3) to give (3R,4S)-3-{[(5-chloro-thiophene-2-carbonyl)-amino]-methyl}-4-hydroxy-pyrrolidine-1-carboxylic acid[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenyl]-amide. Colorless solid. MS 491.0 ([M+H]+)

Sources & evidence

ORD record
ord-9f06fcf5b6294e80b521ea749dec0f8f
Source dataset
uspto-grants-2010_10
Patent number
US07820699B2

Reaction notes

Loading…