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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524050Generated: October 31, 2026

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

https://huagongshe.com/reaction/524050

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 numberUS09340514B2
Source datasetuspto-grants-2016_05
ORD IDord-3a6b0b59b04b41c7a6a292367c6a46a7
Source noteuspto-grants-2016_05