N-methyl-2-pyrrolidone → 4-(2-Phenylethyl)-1H-pyrazolo[3,4-b]pyridin-3-ol

HRID 1673292Notes

Reaction equation

Br[C:2]1[C:7]([C:8](OC)=[O:9])=[C:6]([CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:5]=[CH:4][N:3]=1.O.[NH2:21][NH2:22].CN1CCCC1=O>O>[C:14]1([CH2:13][CH2:12][C:6]2[CH:5]=[CH:4][N:3]=[C:2]3[NH:21][N:22]=[C:8]([OH:9])[C:7]=23)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 2-bromo-3-methoxycarbonyl-4-(2-phenylethyl)pyridine (1.42 g), hydrazine monohydrate (0.65 mL) and N-methylpyrrolidone (10 mL) was stirred at 100° C. for 2 hours. The reaction mixture was poured into water, and the precipitated crystals were collected by filtration, washed with water and dried under reduced pressure to give the title compound (0.74 g).

Workup

filtrationthe precipitated crystals were collected by filtration
washwashed with water
customdried under reduced pressure

Sources & evidence

ORD record: ord-cdb38088ba1b4713b7101ce0d5db454b
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07998975B2

Reaction notes

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