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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274194Generated: November 1, 2026

Lithium borohydride → (6-Chloro-4-(methylamino)pyridin-3-yl)methanol

https://huagongshe.com/reaction/2274194

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium borohydrideHCID 4148881—
ReactantEthyl 6-chloro-4-(methylamino)pyridine-3-carboxylateHCID 20627001—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product(6-Chloro-4-(methylamino)pyridin-3-yl)methanolHCID 51000240111.1%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of ethyl 6-chloro-4-(methylamino)nicotinate (4.7 g, 21.9 mmol) in THF (30 mL) and methanol (30 mL) was added lithium borohydride (2.4 g, 109.8 mmol), and the reaction mixture was heated at 55° C. overnight. LCMS showed the reaction was completed. The reaction was cooled to RT, quenched with water (1 mL) and filtered. The filtrate was concentrated to afford the title compound (4.2 g, crude) as a white solid, which was directly used in the next step without further purification. MS (ES+) C7H9ClN2O requires: 172, 174. Found: 173, 175 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126951B2
Source datasetuspto-grants-2015_09
ORD IDord-a012357e7f2046168d39f440d4f6d4ef
Source noteuspto-grants-2015_09