2-Amino-4-methoxybenzamide → 2-(2,2-Difluoro-2-(4-fluorophenyl)acetamido)-3-fluorobenzamide

HRID 1424428Notes

Reaction equation

HRID 1424428 reaction equation
[F:1][C:2]([F:24])([C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)[C:3]([NH:5][C:6]1[CH:14]=[C:13](OC)[CH:12]=[CH:11][C:7]=1[C:8]([NH2:10])=[O:9])=[O:4].NC1C=C(OC)C=CC=1C(N)=O.NC1C([F:47])=CC=CC=1C(N)=O>>[F:1][C:2]([F:24])([C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)[C:3]([NH:5][C:6]1[C:14]([F:47])=[CH:13][CH:12]=[CH:11][C:7]=1[C:8]([NH2:10])=[O:9])=[O:4]

Participants

4

Reactant 3

HCID 140230022-Amino-4-methoxybenzamideHCID 152567912-Amino-3-fluorobenzamideHCID 666114372-(2,2-Difluoro-2-(4-fluorophenyl)acetamido)-4-methoxybenzamide

Product 1

HCID 666096132-(2,2-Difluoro-2-(4-fluorophenyl)acetamido)-3-fluorobenzamide

Procedure

2-(2,2-Difluoro-2-(4-fluorophenyl)acetamido)-3-fluorobenzamide was prepared according to the procedure described in Example 32 for preparation of 2-(2,2-difluoro-2-(4-fluorophenyl)acetamido)-4-methoxybenzamide, substituting 2-amino-4-methoxybenzamide in Example 32 with 2-amino-3-fluorobenzamide. The product was purified on silica gel column using DCM/MeOH as eluent (20%); LC-MS (ESI) m/z 327 (M+H)+.

Workup

  1. customThe product was purified on silica gel column

Sources & evidence

ORD record
ord-5a70150cd8574482be7f1a61e765f2f8
Source dataset
uspto-grants-2015_01
Patent number
US08927711B2

Reaction notes

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