Cyclobutylamine → 6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid (3-cyclobutylcarbamoyl-1-methyl-1H-pyrazol-4-yl)-amide

HRID 2368253Notes

Reaction equation

[CH:1]1([NH2:5])[CH2:4][CH2:3][CH2:2]1.C[O:7][C:8]([C:10]1[C:14]([NH:15][C:16]([C:18]2[C:23]([NH:24][C:25]3[CH:26]=[N:27][CH:28]=[N:29][CH:30]=3)=[CH:22][CH:21]=[C:20]([CH:31]3[CH2:33][CH2:32]3)[N:19]=2)=[O:17])=[CH:13][N:12]([CH3:34])[N:11]=1)=O>>[CH:1]1([NH:5][C:8]([C:10]2[C:14]([NH:15][C:16]([C:18]3[C:23]([NH:24][C:25]4[CH:26]=[N:27][CH:28]=[N:29][CH:30]=4)=[CH:22][CH:21]=[C:20]([CH:31]4[CH2:33][CH2:32]4)[N:19]=3)=[O:17])=[CH:13][N:12]([CH3:34])[N:11]=2)=[O:7])[CH2:4][CH2:3][CH2:2]1

Participants

Reactant 2

HCID 75645Cyclobutylamine

HCID 700992004-{[6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-1-methyl-1H-pyrazole-3-carboxylic acid methyl ester

Product 1

HCID 701172576-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid (3-cyclobutylcarbamoyl-1-methyl-1H-pyrazol-4-yl)-amideYield 24%

Procedure

According to the general method described in step 5 of example 27, reaction of cyclobutylamine with 4-{[6-cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-1-methyl-1H-pyrazole-3-carboxylic acid methyl ester provided the title compound (24%) as yellow powder.

Sources & evidence

ORD record: ord-95ed6c2abd2a4994bbbf6808aa7a8854
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08703768B2

Reaction notes

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