1-(aminomethyl)-N,N-dimethylcyclobutan-1-amine → 4-{[4-Amino-5-(2,6-difluorobenzoyl)-1,3-thiazol-2-yl]amino}-N-{[1-(dimethylamino)cyclobutyl]methyl}benzamide

HRID 2085474Notes

Reaction equation

HRID 2085474 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([NH:17][C:18]2[CH:26]=[CH:25][C:21]([C:22]([OH:24])=O)=[CH:20][CH:19]=2)[S:5][C:6]=1[C:7](=[O:16])[C:8]1[C:13]([F:14])=[CH:12][CH:11]=[CH:10][C:9]=1[F:15].[NH2:27][CH2:28][C:29]1([N:33]([CH3:35])[CH3:34])[CH2:32][CH2:31][CH2:30]1>>[NH2:1][C:2]1[N:3]=[C:4]([NH:17][C:18]2[CH:19]=[CH:20][C:21]([C:22]([NH:27][CH2:28][C:29]3([N:33]([CH3:35])[CH3:34])[CH2:32][CH2:31][CH2:30]3)=[O:24])=[CH:25][CH:26]=2)[S:5][C:6]=1[C:7](=[O:16])[C:8]1[C:13]([F:14])=[CH:12][CH:11]=[CH:10][C:9]=1[F:15]

Participants

3

Reactant 2

HCID 106067631-(aminomethyl)-N,N-dimethylcyclobutan-1-amineHCID 112573524-[4-Amino-5-(2,6-difluoro-benzoyl)-thiazol-2-ylamino]-benzoic Acid

Product 1

HCID 227310414-{[4-Amino-5-(2,6-difluorobenzoyl)-1,3-thiazol-2-yl]amino}-N-{[1-(dimethylamino)cyclobutyl]methyl}benzamideYield 61%

Procedure

The title compound was prepared in a manner similar to Step 3 in Method A; from coupling 4-[4-amino-5-(2,6-difluoro-benzoyl)-thiazol-2-ylamino]-benzoic acid (3) and 1-(aminomethyl)-N,N-dimethylcyclobutanamine (Yang et al., Eur. J. Med. Chem. 31, 231-239 (1996)) to afford a yellow amorphous powder in 61% yield.

Workup

  1. customto afford a yellow amorphous powder in 61% yield

Sources & evidence

ORD record
ord-51dda9a39e9a478ea1deb9225490c9aa
Source dataset
uspto-grants-2004_04
Patent number
US06720346B2

Reaction notes

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