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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375980Generated: October 31, 2026

Water → (6-[(1-Benzyl-3-pyrrolidinyl)amino]-3-pyridyl)methanol

https://huagongshe.com/reaction/2375980

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantMethyl 6-[(1-benzyl-3-pyrrolidinyl)amino]nicotinateHCID 68960490—
SolventTetrahydrofuranHCID 8028—
Product(6-[(1-Benzyl-3-pyrrolidinyl)amino]-3-pyridyl)methanolHCID 6896327975.3%

Reaction Conditions

Temperature5 °C

Reaction Steps

Lithium aluminium hydride (256 mg) was added to absolution of methyl 6-[(1-benzyl-3-pyrrolidinyl)amino]nicotinate (1.4 g) in THF (50 ml) with stirring at 5-10′ under atmospheric pressure of nitrogen, and the reaction mixture was stirred at 5-20° C. for 4 hours. The reaction mixture was cooled at 5° C. and water (0.26 ml), 15% NaOH solution (0.26 ml) and water (0.72 ml) was added, the resultant mixture was stirred at ambient temperature for 20 minutes. The reaction mixture was filtrated and the filtrate was dried over MgSO4. The solvent was evaporated in vacuo and the residue was chromatographed on silicagel eluting with AcOEt-MeOH (85:15). The eluted fractions containing the desired product were collected and evaporated in vacuo to give {6-[(1-benzyl-3-pyrrolidinyl)amino]-3-pyridyl}methanol (0.96 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465731B2
Source datasetuspto-grants-2008_12
ORD IDord-d38e5687c3604103b99f22d2c86e182a
Source noteuspto-grants-2008_12