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

HRID 467701Notes

Reaction equation

HRID 467701 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][CH2:5][OH:6].[CH:7]1([C:10]2[N:15]=[C:14]([C:16]([NH:18][C:19]3[CH:27]=[N:26][CH:25]=[CH:24][C:20]=3[C:21](O)=[O:22])=[O:17])[C:13]([NH:28][C:29]3[CH:30]=[N:31][CH:32]=[N:33][CH:34]=3)=[CH:12][CH:11]=2)[CH2:9][CH2:8]1>>[OH:6][CH2:5][CH2:4][CH2:3][N:2]([CH3:1])[C:21]([C:20]1[CH:24]=[CH:25][N:26]=[CH:27][C:19]=1[NH:18][C:16]([C:14]1[C:13]([NH:28][C:29]2[CH:34]=[N:33][CH:32]=[N:31][CH:30]=2)=[CH:12][CH:11]=[C:10]([CH:7]2[CH2:8][CH2:9]2)[N:15]=1)=[O:17])=[O:22]

Participants

3

Reactant 2

HCID 101489863-(Methylamino)-1-propanolHCID 700980543-{[6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-isonicotinic acid

Product 1

HCID 585482606-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid {4-[(3-hydroxy-propyl)-methyl-carbamoyl]-pyridin-3-yl}-amideYield 34%

Procedure

According to the general method described in step 3 of example 53, reaction of 3-methylamino-propan-1-ol with 3-{[6-cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-isonicotinic acid provided the title compound (34%) as amorphous yellow solid.

Sources & evidence

ORD record
ord-586ffb97b65748adae8a1343b49ae461
Source dataset
uspto-grants-2014_01
Patent number
US08623866B2

Reaction notes

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