(Cyclopropylmethyl)(2-methoxyethyl)amine → 6-[(cyclopropylmethyl)(2-methoxyethyl)amino]-N-1H-indazol-5-ylpyrimidine-4-carboxamide

HRID 1746763Notes

Reaction equation

HRID 1746763 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([C:8]([NH:10][C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][N:15]=[CH:14]3)=[O:9])[CH:3]=1.[CH:20]1([CH2:23][NH:24][CH2:25][CH2:26][O:27][CH3:28])[CH2:22][CH2:21]1>>[CH:20]1([CH2:23][N:24]([CH2:25][CH2:26][O:27][CH3:28])[C:2]2[N:7]=[CH:6][N:5]=[C:4]([C:8]([NH:10][C:11]3[CH:12]=[C:13]4[C:17](=[CH:18][CH:19]=3)[NH:16][N:15]=[CH:14]4)=[O:9])[CH:3]=2)[CH2:22][CH2:21]1

Participants

3

Reactant 2

HCID 19353678(Cyclopropylmethyl)(2-methoxyethyl)amineHCID 594468806-chloro-N-1H-indazol-5-ylpyrimidine-4-carboxamide2×

Product 1

HCID 251829346-[(cyclopropylmethyl)(2-methoxyethyl)amino]-N-1H-indazol-5-ylpyrimidine-4-carboxamide

Procedure

Following the general method as outlined in Example 20, starting from 6-chloro-pyrimidine-4-carboxylic acid (1H-indazol-5-yl)-amide (Intermediate 16) and N-(cyclopropylmethyl)-2-methoxyethanamine, the title compound was obtained as a beige solid after purification by column chromatography (silica) eluting with cyclohexane containing increasing amounts of EtOAc.

Sources & evidence

ORD record
ord-fd6e7c4c452a4d7a97366b78afdba69b
Source dataset
uspto-grants-2015_10
Patent number
US09150519B2

Reaction notes

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