Acetate → HCID 86597146, compound

HRID 2373818Notes

Reaction equation

HRID 2373818 reaction equation
Cl[C:2]([C:4]1[CH:5]=[C:6]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)[CH:7]=[CH:8][C:9]=1[O:10]C(=O)C)=[O:3].Cl.[CH2:25]([O:32][C:33]1[CH:38]=[CH:37][C:36]([CH2:39][C@@H:40]([NH2:47])[C:41]2[O:45][N:44]=[C:43]([CH3:46])[N:42]=2)=[CH:35][CH:34]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C([O-])(=O)C.C([O-])([O-])=O.[K+].[K+]>>[CH2:25]([O:32][C:33]1[CH:38]=[CH:37][C:36]([CH2:39][C@@H:40]([NH:47][C:2]([C:4]2[CH:5]=[C:6]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([F:21])([F:22])[F:23])=[CH:16][CH:15]=3)[CH:7]=[CH:8][C:9]=2[OH:10])=[O:3])[C:41]2[O:45][N:44]=[C:43]([CH3:46])[N:42]=2)=[CH:35][CH:34]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

5

Reactant 4

HCID 175AcetateHCID 11430Potassium CarbonateHCID 69208014HCID 69208014, compoundHCID 86032175HCID 86032175, compound

Product 1

HCID 86597146HCID 86597146, compound

Procedure

4-Hydroxy-4′-trifluoromethyl-biphenyl-3-carboxylic acid [2-(4-benzyloxy-phenyl)-1-(R)-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethyl]-amide was prepared from Acetic acid 3-chlorocarbonyl-4′-trifluoromethyl-biphenyl-4-yl ester (0.32 g, 0.93 mmol) and 2-(4-Benzyloxy-phenyl)-1-(R)-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylamine hydrochloride salt (0.32 g, 0.93 mmol) following the general procedure M. followed by the hydrolysis of the resulting acetate using K2CO3.

Sources & evidence

ORD record
ord-747ea5df7d874f21ab0c671c7a318d7c
Source dataset
uspto-grants-2008_12
Patent number
US07459472B2

Reaction notes

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