3-amino-4-methyl-N-(3-(trifluoromethyl)phenyl)benzamide → 1-(t-butylamino)-N-(2-methyl-5-((3-(trifluoromethyl)phenyl)carbamoyl)phenyl)isoquinoline-5-carboxamide

HRID 1051253Notes

Reaction equation

HRID 1051253 reaction equation
[C:1]([NH:5][C:6]1[C:15]2[CH:14]=[CH:13][CH:12]=[C:11]([C:16]([OH:18])=O)[C:10]=2[CH:9]=[CH:8][N:7]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:19][C:20]1[CH:21]=[C:22]([CH:36]=[CH:37][C:38]=1[CH3:39])[C:23]([NH:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=1)=[O:24]>>[C:1]([NH:5][C:6]1[C:15]2[CH:14]=[CH:13][CH:12]=[C:11]([C:16]([NH:19][C:20]3[CH:21]=[C:22]([C:23](=[O:24])[NH:25][C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:33])([F:34])[F:35])[CH:27]=4)[CH:36]=[CH:37][C:38]=3[CH3:39])=[O:18])[C:10]=2[CH:9]=[CH:8][N:7]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 201196943-amino-4-methyl-N-(3-(trifluoromethyl)phenyl)benzamideHCID 825711051-(t-Butylamino)isoquinoline-5-carboxylic acid

Product 1

HCID 1180907961-(t-butylamino)-N-(2-methyl-5-((3-(trifluoromethyl)phenyl)carbamoyl)phenyl)isoquinoline-5-carboxamideYield 100%

Procedure

The procedures of Step (3) of Example 1 were repeated, except for using 1-(t-butylamino)isoquinoline-5-carboxylic acid (0.33 g, 1.35 mmol) obtained in Step (6) of Preparation Example 1 and 3-amino-4-methyl-N-(3-(trifluoromethyl)phenyl)benzamide obtained in Step (2) above to obtain the title compound (88 mg, 100%).

Sources & evidence

ORD record
ord-c00b8679e6474e56b4db2c46e96c81d2
Source dataset
uspto-grants-2016_07
Patent number
US09388165B2

Reaction notes

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