N-(2-Methoxyethyl)isopropylamine → N-1H-indazol-5-yl-6-[isopropyl(2-methoxyethyl)amino]pyrimidine-4-carboxamide

HRID 1746760

Reaction equation

HRID 1746760 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.[CH3:20][O:21][CH2:22][CH2:23][NH:24][CH:25]([CH3:27])[CH3:26]>>[NH:16]1[C:17]2[C:13](=[CH:12][C:11]([NH:10][C:8]([C:4]3[CH:3]=[C:2]([N:24]([CH:25]([CH3:27])[CH3:26])[CH2:23][CH2:22][O:21][CH3:20])[N:7]=[CH:6][N:5]=3)=[O:9])=[CH:19][CH:18]=2)[CH:14]=[N:15]1

Participants

3

Reactant 2

HCID 551575N-(2-Methoxyethyl)isopropylamineHCID 594468806-chloro-N-1H-indazol-5-ylpyrimidine-4-carboxamide2×

Product 1

HCID 25182931N-1H-indazol-5-yl-6-[isopropyl(2-methoxyethyl)amino]pyrimidine-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-(2-methoxyethyl)isopropylamine (ABCR), the title compound was obtained as a yellow solid after purification by column chromatography (silica) eluting with cyclohexane containing increasing amounts of EtOAc.

Sources & evidence

ORD record
ord-6bec25e0d9da403c98bd50b026325df9
Source dataset
uspto-grants-2015_10
Patent number
US09150519B2

Linked notes

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