Methyl 2-amino-6-chloropyrimidine-4-carboxylate → Methyl 2-amino-6-{[3-fluoro-4-(1H-indazol-5-yloxy)phenyl]amino}pyrimidine-4-carboxylate

HRID 16451Notes

Reaction equation

HRID 16451 reaction equation
[NH2:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:8]=[C:9]3[C:13](=[CH:14][CH:15]=2)[NH:12][N:11]=[CH:10]3)=[C:4]([F:18])[CH:3]=1.[NH2:19][C:20]1[N:25]=[C:24]([C:26]([O:28][CH3:29])=[O:27])[CH:23]=[C:22](Cl)[N:21]=1>>[NH2:19][C:20]1[N:25]=[C:24]([C:26]([O:28][CH3:29])=[O:27])[CH:23]=[C:22]([NH:1][C:2]2[CH:17]=[CH:16][C:5]([O:6][C:7]3[CH:8]=[C:9]4[C:13](=[CH:14][CH:15]=3)[NH:12][N:11]=[CH:10]4)=[C:4]([F:18])[CH:3]=2)[N:21]=1

Participants

3

Reactant 2

HCID 239687Methyl 2-amino-6-chloropyrimidine-4-carboxylateHCID 179792715-(4-Amino-2-fluorophenoxy)-1H-indazole

Product 1

HCID 17979335Methyl 2-amino-6-{[3-fluoro-4-(1H-indazol-5-yloxy)phenyl]amino}pyrimidine-4-carboxylate

Procedure

Analogously to example 53, the title compound is synthesized from 1.01 g (4.05 mmol) of 5-(4-amino-2-fluorophenoxy)-1H-indazole (from example XII) and 0.84 g (4.06 mmol) of methyl 2-amino-6-chloropyrimidine-4-carboxylate.

Sources & evidence

ORD record
ord-5903844fe660446a9703d8144d4ce3b0
Source dataset
uspto-grants-2010_06
Patent number
US07737153B2

Reaction notes

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