8-(4-amino-3-fluorophenoxy)pyrido[2,3-b]pyrazin-3(4H)-one → 1-(3-tert-butyl-1-(6-methoxypyridin-3-yl)-1H-pyrazol-5-yl)-3-(2-fluoro-4-(3-oxo-3,4-dihydropyrido[2,3-b]pyrazin-8-yloxy)phenyl)urea

HRID 217840Notes

Reaction equation

HRID 217840 reaction equation
[NH2:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][C:7]2[C:16]3[N:15]=[CH:14][C:13](=[O:17])[NH:12][C:11]=3[N:10]=[CH:9][CH:8]=2)=[CH:4][C:3]=1[F:20].[C:21]([C:25]1[CH:29]=[C:28]([N:30]=[C:31]=[O:32])[N:27]([C:33]2[CH:34]=[CH:35][C:36]([O:39][CH3:40])=[N:37][CH:38]=2)[N:26]=1)([CH3:24])([CH3:23])[CH3:22]>>[C:21]([C:25]1[CH:29]=[C:28]([NH:30][C:31]([NH:1][C:2]2[CH:19]=[CH:18][C:5]([O:6][C:7]3[C:16]4[N:15]=[CH:14][C:13](=[O:17])[NH:12][C:11]=4[N:10]=[CH:9][CH:8]=3)=[CH:4][C:3]=2[F:20])=[O:32])[N:27]([C:33]2[CH:38]=[N:37][C:36]([O:39][CH3:40])=[CH:35][CH:34]=2)[N:26]=1)([CH3:24])([CH3:22])[CH3:23]

Participants

3

Reactant 2

HCID 469009328-(4-amino-3-fluorophenoxy)pyrido[2,3-b]pyrazin-3(4H)-oneHCID 866478995-(3-tert-butyl-5-isocyanato-1H-pyrazol-1-yl)-2-methoxypyridine

Product 1

HCID 441330141-(3-tert-butyl-1-(6-methoxypyridin-3-yl)-1H-pyrazol-5-yl)-3-(2-fluoro-4-(3-oxo-3,4-dihydropyrido[2,3-b]pyrazin-8-yloxy)phenyl)ureaYield 7%

Procedure

Method F2 was used with 8-(4-amino-3-fluorophenoxy)pyrido[2,3-b]pyrazin-3(4H)-one and 5-(3-tert-butyl-5-isocyanato-1H-pyrazol-1-yl)-2-methoxypyridine to afford the title compound (6 mg, 7%) as a white solid.

Sources & evidence

ORD record
ord-43cf140f828b484e96f9048e3ed0ae47
Source dataset
uspto-grants-2012_06
Patent number
US08198279B2

Reaction notes

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