2-Fluoro-5-(trifluoromethyl)phenyl isocyanate → 1-(2-Fluoro-4-(3-methyl-2-oxo-1,2-dihydropyrido[3,2-b]pyrazin-8-yloxy)phenyl)-3-(2-fluoro-5-(trifluoromethyl)phenyl)urea

HRID 217820Notes

Reaction equation

HRID 217820 reaction equation
[NH2:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][C:7]2[C:12]3[NH:13][C:14](=[O:18])[C:15]([CH3:17])=[N:16][C:11]=3[N:10]=[CH:9][CH:8]=2)=[CH:4][C:3]=1[F:21].[F:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][C:24]=1[N:33]=[C:34]=[O:35]>>[F:21][C:3]1[CH:4]=[C:5]([O:6][C:7]2[C:12]3[NH:13][C:14](=[O:18])[C:15]([CH3:17])=[N:16][C:11]=3[N:10]=[CH:9][CH:8]=2)[CH:19]=[CH:20][C:2]=1[NH:1][C:34]([NH:33][C:24]1[CH:25]=[C:26]([C:29]([F:30])([F:32])[F:31])[CH:27]=[CH:28][C:23]=1[F:22])=[O:35]

Participants

3

Reactant 2

HCID 27333802-Fluoro-5-(trifluoromethyl)phenyl isocyanateHCID 469012488-(4-Amino-3-fluorophenoxy)-3-methylpyrido[2,3-b]pyrazin-2(1H)-one

Product 1

HCID 468999481-(2-Fluoro-4-(3-methyl-2-oxo-1,2-dihydropyrido[3,2-b]pyrazin-8-yloxy)phenyl)-3-(2-fluoro-5-(trifluoromethyl)phenyl)ureaYield 85%

Procedure

Method F2 was used with 8-(4-amino-3-fluorophenoxy)-3-methylpyrido[3,2-b]pyrazin-2(1H)-one and 2-fluoro-5-trifluoromethylphenyl isocyanate to afford the title compound. yield=85%.

Sources & evidence

ORD record
ord-404a82e9a2bd4d6ebeef7eb5da852db8
Source dataset
uspto-grants-2012_06
Patent number
US08198279B2

Reaction notes

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