[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenyl]-carbamic acid 4-nitro-phenyl ester → HCID 11979127, compound

HRID 1162705Notes

Reaction equation

HRID 1162705 reaction equation
FC(F)(F)C(O)=O.[CH3:8][O:9][C@@H:10]1[CH2:14][NH:13][CH2:12][C@H:11]1[CH2:15][NH:16][C:17]([C:19]1[S:20][C:21]([Cl:24])=[CH:22][CH:23]=1)=[O:18].[N+](C1C=CC([O:34][C:35](=O)[NH:36][C:37]2[CH:42]=[CH:41][C:40]([N:43]3[CH:48]=[CH:47][CH:46]=[CH:45][C:44]3=[O:49])=[CH:39][C:38]=2[F:50])=CC=1)([O-])=O>>[F:50][C:38]1[CH:39]=[C:40]([N:43]2[CH:48]=[CH:47][CH:46]=[CH:45][C:44]2=[O:49])[CH:41]=[CH:42][C:37]=1[NH:36][C:35]([N:13]1[CH2:14][C@@H:10]([O:9][CH3:8])[C@H:11]([CH2:15][NH:16][C:17]([C:19]2[S:20][C:21]([Cl:24])=[CH:22][CH:23]=2)=[O:18])[CH2:12]1)=[O:34]

Participants

3

Reactant 2

HCID 58748307[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenyl]-carbamic acid 4-nitro-phenyl esterHCID 131728409HCID 131728409, compound

Product 1

HCID 11979127HCID 11979127, compound

Procedure

80.6 Using general method H, 5-chloro-thiophene-2-carboxylic acid ((3S,4S)-4-methoxy-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-methoxy-pyrrolidine-1-carboxylic acid[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenyl]-amide. Pale yellow solid. MS 505.1 ([M+H]+)

Sources & evidence

ORD record
ord-357ffd74607a42298f1508b9e416a076
Source dataset
uspto-grants-2010_10
Patent number
US07820699B2

Reaction notes

Loading…