(RS)-N-(4-Cyano-benzyl)-2-(2,6-difluoro-3-hydroxy-phenyl)-2-methoxy-acetamide → (RS)-Trifluoro-methanesulfonic acid 3-[(4-cyano-benzylcarbamoyl)-methoxy-methyl]-2,4-difluoro-phenyl ester

HRID 1247392Notes

Reaction equation

HRID 1247392 reaction equation
C(C1C=CC(CNC(=O)C(C2C(F)=CC=C(O)C=2F)OC)=CC=1)#N.[C:25]([C:27]1[CH:56]=[CH:55][C:30]([CH2:31][NH:32][C:33]([CH:35]([O:52][CH2:53]C)[C:36]2[C:37]([F:51])=[C:38]([O:43][S:44]([C:47]([F:50])([F:49])[F:48])(=[O:46])=[O:45])[CH:39]=[CH:40][C:41]=2[F:42])=[O:34])=[CH:29][CH:28]=1)#[N:26]>>[C:25]([C:27]1[CH:56]=[CH:55][C:30]([CH2:31][NH:32][C:33]([CH:35]([O:52][CH3:53])[C:36]2[C:37]([F:51])=[C:38]([O:43][S:44]([C:47]([F:49])([F:48])[F:50])(=[O:46])=[O:45])[CH:39]=[CH:40][C:41]=2[F:42])=[O:34])=[CH:29][CH:28]=1)#[N:26]

Participants

3

Reactant 2

HCID 21905078(RS)-N-(4-Cyano-benzyl)-2-(2,6-difluoro-3-hydroxy-phenyl)-2-methoxy-acetamideHCID 86593051(RS)-trifluoro-methanesulfonic acid 3-[(4-cyano-benzylcarbamoyl)-ethoxy-methyl]-2,4-difluoro-phenyl ester

Product 1

HCID 86593052(RS)-Trifluoro-methanesulfonic acid 3-[(4-cyano-benzylcarbamoyl)-methoxy-methyl]-2,4-difluoro-phenyl ester

Procedure

(RS)-Trifluoro-methanesulfonic acid 3-[(4-cyano-benzylcarbamoyl)-methoxy-methyl]-2,4-difluoro-phenyl ester was prepared from (RS)-N-(4-cyano-benzyl)-2-(2,6-difluoro-3-hydroxy-phenyl)-2-methoxy-acetamide in analogy to (RS)-trifluoro-methanesulfonic acid 3-[(4-cyano-benzylcarbamoyl)-ethoxy-methyl]-2,4-difluoro-phenyl ester (example 217). Yellow oil. MS 482.3 ([M+NH4]+).

Sources & evidence

ORD record
ord-51b9c9907ad749fc9a3c48f158deeb89
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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