Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 226294Generated: October 29, 2026

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

https://huagongshe.com/reaction/226294

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

Temperature7.5 °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° C. 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 numberUS07557127B2
Source datasetuspto-grants-2009_07
ORD IDord-a1e7270e151049d4a9f335f0d0f3ba8a
Source noteuspto-grants-2009_07