(RS)-Ethoxy-(2-fluoro-4-methoxy-phenyl)-acetic acid → (RS)-N-(4-cyano-2-phenoxy-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide

HRID 1247347Notes

Reaction equation

HRID 1247347 reaction equation
[CH2:1]([O:3][CH:4]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][C:9]=1[F:16])[C:5]([OH:7])=O)[CH3:2].[NH2:17][CH2:18][C:19]1[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[CH:21][C:20]=1[O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[C:23]([C:22]1[CH:25]=[CH:26][C:19]([CH2:18][NH:17][C:5](=[O:7])[CH:4]([O:3][CH2:1][CH3:2])[C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][C:9]=2[F:16])=[C:20]([O:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:21]=1)#[N:24]

Participants

3

Reactant 2

HCID 21904991(RS)-Ethoxy-(2-fluoro-4-methoxy-phenyl)-acetic acidHCID 219056924-Aminomethyl-3-phenoxy-benzonitrile

Product 1

HCID 21905208(RS)-N-(4-cyano-2-phenoxy-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide

Procedure

(RS)-Ethoxy-(2-fluoro-4-methoxy-phenyl)-acetic acid, described in example 63.1 was coupled with 4-aminomethyl-3-phenoxy-benzonitrile according to general procedure B to give (RS)-N-(4-cyano-2-phenoxy-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide. Colorless oil. MS 435.2 ([M+H]+)

Sources & evidence

ORD record
ord-84812dacdff0400eb3d12786652d5cf4
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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