3-(Trifluoromethyl)aniline → N-(4-Fluoro-3-methyl-phenyl)-4-(4-methoxy-phenylsulfanyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-benzamide

HRID 605283Notes

Reaction equation

HRID 605283 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][C:10]2[CH:18]=[CH:17][C:13]([C:14](Cl)=[O:15])=[CH:12][C:11]=2[NH:19][C:20]2[C:21]3[CH:29]=[CH:28][CH:27]=[N:26][C:22]=3[N:23]=[CH:24][N:25]=2)=[CH:5][CH:4]=1.[F:30][C:31]1[CH:37]=[CH:36][C:34]([NH2:35])=[CH:33][C:32]=1[CH3:38].FC(F)(F)C1C=C(C=CC=1)N>CO>[F:30][C:31]1[CH:37]=[CH:36][C:34]([NH:35][C:14](=[O:15])[C:13]2[CH:17]=[CH:18][C:10]([S:9][C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)=[C:11]([NH:19][C:20]3[C:21]4[CH:29]=[CH:28][CH:27]=[N:26][C:22]=4[N:23]=[CH:24][N:25]=3)[CH:12]=2)=[CH:33][C:32]=1[CH3:38]

Participants

5

Reactant 3

HCID 73753-(Trifluoromethyl)anilineHCID 679814-Fluoro-m-toluidineHCID 866155614-(4-Methoxy-phenylsulfanyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-benzoyl chloride

Product 1

HCID 67041022N-(4-Fluoro-3-methyl-phenyl)-4-(4-methoxy-phenylsulfanyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-benzamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The product from Example 260B was reacted with 4-fluoro-3-methylaniline according to the procedure from Example 260C substituting 4-fluoro-3-methylaniline for 3-(trifluoromethyl)aniline to provide the title compound as an off white solid after trituration of the reaction product from methanol (44 mg, 52%).

Sources & evidence

ORD record
ord-081c7c3c7dfc44fdb14d0fff96d3ea19
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

Loading…