3,3,3-Trifluoropropionic acid → 3-Chloro-3'-fluoro-4'-((R)-1-{[3-(3,3,3-trifluoro-propionylamino)-oxetane-3-carbonyl]-amino}-ethyl)-biphenyl-2-carboxylic acid methyl ester

HRID 1404569Notes

Reaction equation

HRID 1404569 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:6]([C:12]2[CH:17]=[CH:16][C:15]([C@H:18]([NH:20][C:21]([C:23]3([NH2:27])[CH2:26][O:25][CH2:24]3)=[O:22])[CH3:19])=[C:14]([F:28])[CH:13]=2)=[CH:7][CH:8]=[CH:9][C:10]=1[Cl:11])=[O:4].[F:29][C:30]([F:36])([F:35])[CH2:31][C:32](O)=[O:33]>>[CH3:1][O:2][C:3]([C:5]1[C:6]([C:12]2[CH:17]=[CH:16][C:15]([C@H:18]([NH:20][C:21]([C:23]3([NH:27][C:32](=[O:33])[CH2:31][C:30]([F:36])([F:35])[F:29])[CH2:24][O:25][CH2:26]3)=[O:22])[CH3:19])=[C:14]([F:28])[CH:13]=2)=[CH:7][CH:8]=[CH:9][C:10]=1[Cl:11])=[O:4]

Participants

3

Reactant 2

HCID 27779723,3,3-Trifluoropropionic acidHCID 679794974'-{(R)-1-[(3-Amino-oxetane-3-carbonyl)-amino]-ethyl}-3-chloro-3'-fluoro-biphenyl-2-carboxylic acid methyl ester

Product 1

HCID 573827953-Chloro-3'-fluoro-4'-((R)-1-{[3-(3,3,3-trifluoro-propionylamino)-oxetane-3-carbonyl]-amino}-ethyl)-biphenyl-2-carboxylic acid methyl ester

Procedure

The title compound was prepared in analogy to example 1 using intermediate 4 instead of intermediate 1 and 3,3,3-trifluoropropionic acid instead of 3-fluoro-5-(trifluoromethyl)benzoic acid and was obtained as white solid. 515.2 [M−H]−.

Workup

  1. customwas obtained as white solid

Sources & evidence

ORD record
ord-adeb19803b7249bdbda4dbe8e442cb1e
Source dataset
uspto-grants-2014_12
Patent number
US08912221B2

Reaction notes

Loading…