3-(Methylamino)-1-propanol → 6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid {3-[(3-hydroxy-propyl)-methyl-carbamoyl]-1-methyl-1H-pyrazol-4-yl}-amide

HRID 467660Notes

Reaction equation

HRID 467660 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][CH2:5][OH:6].CO[C:9]([C:11]1[C:15]([NH:16][C:17]([C:19]2[C:24]([NH:25][C:26]3[CH:27]=[N:28][CH:29]=[N:30][CH:31]=3)=[CH:23][CH:22]=[C:21]([CH:32]3[CH2:34][CH2:33]3)[N:20]=2)=[O:18])=[CH:14][N:13]([CH3:35])[N:12]=1)=[O:10]>>[OH:6][CH2:5][CH2:4][CH2:3][N:2]([CH3:1])[C:9]([C:11]1[C:15]([NH:16][C:17]([C:19]2[C:24]([NH:25][C:26]3[CH:27]=[N:28][CH:29]=[N:30][CH:31]=3)=[CH:23][CH:22]=[C:21]([CH:32]3[CH2:34][CH2:33]3)[N:20]=2)=[O:18])=[CH:14][N:13]([CH3:35])[N:12]=1)=[O:10]

Participants

3

Reactant 2

HCID 101489863-(Methylamino)-1-propanolHCID 700992004-{[6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-1-methyl-1H-pyrazole-3-carboxylic acid methyl ester

Product 1

HCID 585483136-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid {3-[(3-hydroxy-propyl)-methyl-carbamoyl]-1-methyl-1H-pyrazol-4-yl}-amideYield 39%

Procedure

According to the general method described in step 5 of example 27, reaction of 3-methylamino-propan-1-ol 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 (39%) as amorphous yellow solid.

Sources & evidence

ORD record
ord-45e30e068b4b4d69bb99b0f1bab33f3b
Source dataset
uspto-grants-2014_01
Patent number
US08623866B2

Reaction notes

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