Acetic Anhydride → 1-(Acetylamino-methyl)-cyclopropane carboxylic acid{6-fluoro-3-[(e)-2-(4-fluorophenyl)-vinyl]-1h-indazol-5-yl}-amide

HRID 34101Notes

Reaction equation

HRID 34101 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6](/[CH:11]=[CH:12]/[C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)=[N:7][NH:8]2)=[CH:4][C:3]=1[NH:20][C:21]([C:23]1([CH2:26][NH2:27])[CH2:25][CH2:24]1)=[O:22].[C:28](OC(=O)C)(=[O:30])[CH3:29]>CN(C)C=O>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6](/[CH:11]=[CH:12]/[C:13]3[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=3)=[N:7][NH:8]2)=[CH:4][C:3]=1[NH:20][C:21]([C:23]1([CH2:26][NH:27][C:28](=[O:30])[CH3:29])[CH2:25][CH2:24]1)=[O:22]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 60035046HCID 60035046, compound

Product 1

HCID 600350371-(Acetylamino-methyl)-cyclopropane carboxylic acid{6-fluoro-3-[(e)-2-(4-fluorophenyl)-vinyl]-1h-indazol-5-yl}-amideYield 32.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 10 mg of 1-aminomethyl-cyclopropane carboxylic acid {6-fluoro-3-[(E)-2-(4-fluorophenyl)-vinyl]-1H-indazol-5-yl}-amide obtained by Example 758 in 0.3 mL of N,N-dimethylformamide was added 2.9 mg of acetic anhydride, and stirred at room temperature for 38 hours under nitrogen atmosphere, and separated and purified by LC-MS, to afford 3.66 mg of the title compound.

Workup

  1. customseparated
  2. custompurified by LC-MS

Sources & evidence

ORD record
ord-d12d7c9fc8cb44248075584c8b27b949
Source dataset
uspto-grants-2008_09
Patent number
US07429609B2

Reaction notes

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