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

HRID 1247349Notes

Reaction equation

HRID 1247349 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].Cl.[NH2:18][CH2:19][C:20]1[CH:27]=[CH:26][C:23]([C:24]#[N:25])=[CH:22][C:21]=1[OH:28]>>[C:24]([C:23]1[CH:26]=[CH:27][C:20]([CH2:19][NH:18][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:21]([OH:28])[CH:22]=1)#[N:25]

Participants

3

Reactant 2

HCID 21904991(RS)-Ethoxy-(2-fluoro-4-methoxy-phenyl)-acetic acidHCID 219056834-Aminomethyl-3-hydroxy-benzonitrile hydrochloride

Product 1

HCID 21905309(RS)-N-(4-cyano-2-hydroxy-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-hydroxy-benzonitrile hydrochloride according to general procedure B to give (RS)-N-(4-cyano-2-hydroxy-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide. Colorless solid. MS 457.1 ([M−H]−)

Sources & evidence

ORD record
ord-10e6ce3b5b4f4966839f318d374d2e68
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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