Sodium sulfate decahydrate → (2-Phenylfuro[3,2-c]pyrazolo[1,5-a]pyridin-1-yl)methanol

HRID 2389876Notes

Reaction equation

[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1([C:13]2[C:24]([C:25](OC)=[O:26])=[C:16]3[C:17]4[CH:23]=[CH:22][O:21][C:18]=4[CH:19]=[CH:20][N:15]3[N:14]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[C:7]1([C:13]2[C:24]([CH2:25][OH:26])=[C:16]3[C:17]4[CH:23]=[CH:22][O:21][C:18]=4[CH:19]=[CH:20][N:15]3[N:14]=2)[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

Conditions

Temperature: 50 °C

Procedure

To a suspension of 80% lithium aluminum hydride (294 mg, 6.35 mmol) in tetrahydrofuran (10 mL) was added a solution of methyl 2-phenylfuro[3,2-c]pyrazolo[1,5-a]pyridine-1-carboxylate (465 mg, 1.59 mmol) in tetrahydrofuran (10 mL) at room temperature, and the mixture was stirred at 50° C. for 5 min. Sodium sulfate decahydrate (4.3 g) was added under ice-cooling, and the insoluble material was filtered off. The filtrate was concentrated under reduced pressure and the residue was purified by recrystallization (ethyl acetate) to give the title compound (367 mg, yield 87%).

Workup

temperaturecooling
filtrationthe insoluble material was filtered off
concentrationThe filtrate was concentrated under reduced pressure
customthe residue was purified by recrystallization (ethyl acetate)

Sources & evidence

ORD record: ord-494313a2683f4ff6b67b55e9269d5ba9
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08273761B2

Reaction notes

Loading…