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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2364837Generated: October 30, 2026

Water → 6-(Pyrrolidin-1-yl)pyridin-3-amine

https://huagongshe.com/reaction/2364837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
Reactant5-Nitro-2-(1-pyrrolidinyl)pyridineHCID 316823—
CatalystNickelHCID 935—
SolventTetrahydrofuranHCID 8028—
Product6-(Pyrrolidin-1-yl)pyridin-3-amineHCID 389917297%

Reaction Steps

Material from Example 118A (9.52 g, 49.3 mmol) was dissolved in THF (50 mL) and DMF (40 mL) and added to a pressure bottle containing Raney Nickel 2800, water slurry (45%) (9.52 g, 162 mmol) stirred for 2 h at 30 psi under H2 gas. The solution was filtered through a nylon membrane, washed with CH3OH and the filtrate concentrated in vacuo to give the title compound (7.78 g, 97%). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.81-1.91 (m, 4H) 3.17-3.29 (m, 4H) 4.30 (s, 2H) 6.25 (d, J=8.7, 1H), 6.90 (dd, J=2.8, 8.7, 1H), 7.55 (d, J=2.6, 1H). MS (ESI) m/z 164 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691938B2
Source datasetuspto-grants-2014_04
ORD IDord-cb2f42459b03428db1f3f73d98caa9c2
Source noteuspto-grants-2014_04