2-Fluoro-5-(trifluoromethyl)phenyl isocyanate → 1-(4-(2,3-Dioxo-1,2,3,4-tetrahydropyrido[3,2-b]pyrazin-8-yloxy)-2-fluorophenyl)-3-(2-fluoro-5-(trifluoromethyl)phenyl)urea

HRID 217850Notes

Reaction equation

HRID 217850 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](=[O:17])[NH: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]>>[O:18]=[C:14]1[NH:13][C:12]2[C:7]([O:6][C:5]3[CH:19]=[CH:20][C:2]([NH:1][C:34]([NH:33][C:24]4[CH:25]=[C:26]([C:29]([F:30])([F:32])[F:31])[CH:27]=[CH:28][C:23]=4[F:22])=[O:35])=[C:3]([F:21])[CH:4]=3)=[CH:8][CH:9]=[N:10][C:11]=2[NH:16][C:15]1=[O:17]

Participants

3

Reactant 2

HCID 27333802-Fluoro-5-(trifluoromethyl)phenyl isocyanateHCID 595888758-(4-Amino-3-fluorophenoxy)pyrido[3,2-b]pyrazine-2,3(1H,4H)-dione

Product 1

HCID 441328491-(4-(2,3-Dioxo-1,2,3,4-tetrahydropyrido[3,2-b]pyrazin-8-yloxy)-2-fluorophenyl)-3-(2-fluoro-5-(trifluoromethyl)phenyl)urea

Procedure

Method F2 was used with 8-(4-amino-3-fluorophenoxy)pyrido[3,2-b]pyrazine-2,3(1H,4H)-dione and 1-fluoro-2-isocyanato-4-(trifluoromethyl)benzene to give the title compound as a beige solid. Yield: 52 mg (51%).

Sources & evidence

ORD record
ord-392a21a11eec435aa5af39dafd90511b
Source dataset
uspto-grants-2012_06
Patent number
US08198279B2

Reaction notes

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