2-Fluoro-5-(trifluoromethyl)phenyl isocyanate → 1-(2-Fluoro-4-(3-(4-methylpiperazin-1-yl)pyrido[3,2-b]pyrazin-8-yloxy)phenyl)-3-(2-fluoro-5-(trifluoromethyl)phenyl)urea

HRID 217825Notes

Reaction equation

HRID 217825 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N:12]=[C:13]=[O:14].[F:15][C:16]1[CH:22]=[C:21]([O:23][C:24]2[C:29]3=[N:30][CH:31]=[C:32]([N:34]4[CH2:39][CH2:38][N:37]([CH3:40])[CH2:36][CH2:35]4)[N:33]=[C:28]3[N:27]=[CH:26][CH:25]=2)[CH:20]=[CH:19][C:17]=1[NH2:18]>>[F:15][C:16]1[CH:22]=[C:21]([O:23][C:24]2[C:29]3=[N:30][CH:31]=[C:32]([N:34]4[CH2:35][CH2:36][N:37]([CH3:40])[CH2:38][CH2:39]4)[N:33]=[C:28]3[N:27]=[CH:26][CH:25]=2)[CH:20]=[CH:19][C:17]=1[NH:18][C:13]([NH:12][C:3]1[CH:4]=[C:5]([C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:7][C:2]=1[F:1])=[O:14]

Participants

3

Reactant 2

HCID 27333802-Fluoro-5-(trifluoromethyl)phenyl isocyanateHCID 469017612-Fluoro-4-(3-(4-methylpiperazin-1-yl)pyrido[3,2-b]pyrazin-8-yloxy)aniline

Product 1

HCID 441330161-(2-Fluoro-4-(3-(4-methylpiperazin-1-yl)pyrido[3,2-b]pyrazin-8-yloxy)phenyl)-3-(2-fluoro-5-(trifluoromethyl)phenyl)urea

Procedure

Method F3 was used with 2-Fluoro-5-(trifluoromethyl)phenyl isocyanate and 2-fluoro-4-(3-(4-methylpiperazin-1-yl)pyrido[3,2-b]pyrazin-8-yloxy)aniline to give the title compound as a yellow solid. Yield: 30 mg (64%).

Sources & evidence

ORD record
ord-bf8f524d91f94cf5868c63e0357dbd32
Source dataset
uspto-grants-2012_06
Patent number
US08198279B2

Reaction notes

Loading…