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

HRID 2368251Notes

Reaction equation

HRID 2368251 reaction equation
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.C[O:6][C:7]([C:9]1[C:13]([NH:14][C:15]([C:17]2[C:22]([NH:23][C:24]3[CH:25]=[N:26][CH:27]=[N:28][CH:29]=3)=[CH:21][CH:20]=[C:19]([CH:30]3[CH2:32][CH2:31]3)[N:18]=2)=[O:16])=[CH:12][N:11]([CH3:33])[N:10]=1)=O>>[CH:1]1([NH:4][C:7]([C:9]2[C:13]([NH:14][C:15]([C:17]3[C:22]([NH:23][C:24]4[CH:25]=[N:26][CH:27]=[N:28][CH:29]=4)=[CH:21][CH:20]=[C:19]([CH:30]4[CH2:32][CH2:31]4)[N:18]=3)=[O:16])=[CH:12][N:11]([CH3:33])[N:10]=2)=[O:6])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 69828CyclopropylamineHCID 700992004-{[6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-1-methyl-1H-pyrazole-3-carboxylic acid methyl ester

Product 1

HCID 701165306-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid (3-cyclopropylcarbamoyl-1-methyl-1H-pyrazol-4-yl)-amideYield 24%

Procedure

According to the general method described in step 5 of example 27, reaction of cyclopropylamine 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 amorphous yellow solid.

Sources & evidence

ORD record
ord-f0faed5791904cdda9ce6645d7b3dd99
Source dataset
uspto-grants-2014_04
Patent number
US08703768B2

Reaction notes

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