2-(2,5-Dimethyl-1H-pyrrol-1-yl)-4-methyl-8-(pyrrolidin-1-yl)pyrido[2,3-d]pyrimidin-7(8H)-one → 2-Amino-4-methyl-8-pyrrolidin-1-ylpyrido[2,3-d]pyrimidin-7(8h)-one

HRID 2390005Notes

Reaction equation

CC1[N:3]([C:8]2[N:9]=[C:10]([CH3:24])[C:11]3[CH:17]=[CH:16][C:15](=[O:18])[N:14]([N:19]4[CH2:23][CH2:22][CH2:21][CH2:20]4)[C:12]=3[N:13]=2)C(C)=CC=1>O>[NH2:3][C:8]1[N:9]=[C:10]([CH3:24])[C:11]2[CH:17]=[CH:16][C:15](=[O:18])[N:14]([N:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)[C:12]=2[N:13]=1

Participants

Conditions

Temperature: 100 °C

Procedure

To a microwave vial was added 2-(2,5-dimethyl-1H-pyrrol-1-yl)-4-methyl-8-(pyrrolidin-1-yl)pyrido[2,3,d]pyrimidin-7(8H)-one (530 mg, 1.64 mmol) hydroxamine hydrochloride (1.14 g, 16.4 mmol) ethanol (20 ml) and water (2.92 ml). The vial was capped and refluxed at 100° C. After 3 h, the reaction mixture was concentrated to dryness under reduced pressure and the resulting residue was purified by column chromatography eluted with 10% 7N NH3 in MeOH:CHCl3 to give the desired product weighted 296 mg 74%

Workup

customThe vial was capped
concentrationthe reaction mixture was concentrated to dryness under reduced pressure
customthe resulting residue was purified by column chromatography
washeluted with 10% 7N NH3 in MeOH

Sources & evidence

ORD record: ord-1cdd7c135b7c4d16a07e5a06cc43ba97
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08273755B2

Reaction notes

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