HCID 68869955, compound → HCID 59852601, compound

HRID 2373817Notes

Reaction equation

Cl[C:2]([C:4]1[C:5]([O:26][C:27](=[O:29])[CH3:28])=[C:6]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:7]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[CH:9]=1)=[O:3].[Cl:30][C:31]1[CH:32]=[C:33]([C:38]2[CH:43]=[CH:42][C:41]([CH2:44][C@@H:45]([NH2:52])[C:46]3[O:50][N:49]=[C:48]([CH3:51])[N:47]=3)=[CH:40][CH:39]=2)[CH:34]=[CH:35][C:36]=1[F:37]>>[Cl:30][C:31]1[CH:32]=[C:33]([C:38]2[CH:43]=[CH:42][C:41]([CH2:44][C@@H:45]([NH:52][C:2]([C:4]3[C:5]([O:26][C:27](=[O:29])[CH3:28])=[C:6]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[CH:7]=[C:8]([C:10]4[CH:11]=[CH:12][C:13]([C:16]([F:17])([F:18])[F:19])=[CH:14][CH:15]=4)[CH:9]=3)=[O:3])[C:46]3[O:50][N:49]=[C:48]([CH3:51])[N:47]=3)=[CH:40][CH:39]=2)[CH:34]=[CH:35][C:36]=1[F:37]

Participants

Reactant 2

HCID 68869955HCID 68869955, compound

HCID 86597145HCID 86597145, compound

Product 1

HCID 59852601HCID 59852601, compoundYield 40%

Procedure

Acetic acid 5′-[2-(3′-chloro-4′-fluoro-biphenyl-4-yl)-1-(R)-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylcarbamoyl]-4-trifluoromethyl-[1,1 ′;3′,1″]terphenyl-4′-yl ester (0.04 g ) was prepared from Acetic acid 5′-chlorocarbonyl-4-trifluoromethyl-[1,1′;3′,1″]terphenyl-4′-yl ester (0.06 g, 0.14 mmol) [prepared from 4′-Hydroxy-4-trifluoromethyl-[1,1′;3′,1″]terphenyl-5′-carboxylic acid following general procedures K & L.] and 2-(3′-Chloro-4′-fluoro-biphenyl-4-yl)-1-(R)-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylamine (0.047 g,0.14 mmol) following general procedure M.

Sources & evidence

ORD record: ord-e4d646d985224a318e7d048916c8d8ec
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07459472B2

Reaction notes

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