HCID 68868338, compound → HCID 86597149, compound

HRID 2373823Notes

Reaction equation

Cl.[Cl:2][C:3]1[CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][C@@H:17]([NH2:24])[C:18]3[O:22][N:21]=[C:20]([CH3:23])[N:19]=3)[CH:11]=2)[CH:6]=[CH:7][C:8]=1[F:9].[CH3:25][O:26][C:27]1[CH:32]=[CH:31][C:30]([C:33]2[CH:38]=[CH:37][C:36]([C:39]([F:42])([F:41])[F:40])=[CH:35][CH:34]=2)=[CH:29][C:28]=1[C:43](O)=[O:44]>>[Cl:2][C:3]1[CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][C@@H:17]([NH:24][C:43]([C:28]3[CH:29]=[C:30]([C:33]4[CH:38]=[CH:37][C:36]([C:39]([F:40])([F:42])[F:41])=[CH:35][CH:34]=4)[CH:31]=[CH:32][C:27]=3[O:26][CH3:25])=[O:44])[C:18]3[O:22][N:21]=[C:20]([CH3:23])[N:19]=3)[CH:11]=2)[CH:6]=[CH:7][C:8]=1[F:9]

Participants

Reactant 2

HCID 68868338HCID 68868338, compound

HCID 69207127HCID 69207127, compound

Product 1

HCID 86597149HCID 86597149, compoundYield 63%

Procedure

4-Methoxy-4′-trifluoromethyl-biphenyl-3-carboxylic acid [2-(3′-chloro-4′-fluoro-biphenyl-3-yl)-1-(R)-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethyl]-amide (0.073 g) was prepared from 2-(3′-Chloro-4′-fluoro-biphenyl-3-yl)-1-(R)-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylamine hydrochloride salt [0.07 g, 0.19 mmol, prepared from [2-(3′-Chloro-4′-fluoro-biphenyl-3-yl)-1-(R)-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethyl]-carbamic acid tert-butylester following general procedure N] and 4-Methoxy-4′-trifluoromethyl-biphenyl-3-carboxylic acid (0.056 g, 0.19 mmol) following general procedure A.

Sources & evidence

ORD record: ord-6a73d5676b19417fadfa2d4d3545f8b9
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07459472B2

Reaction notes

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