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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353635Generated: October 29, 2026

Lithium borohydride → [2-chloro-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-4-yl]methanol

https://huagongshe.com/reaction/2353635

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium borohydrideHCID 4148881—
Reactantmethyl 2-chloro-6-[(3S)-3-methylmorpholin-4-yl]pyrimidine-4-carboxylateHCID 59379939—
SolventTetrahydrofuranHCID 8028—
Product[2-chloro-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-4-yl]methanolHCID 5938018186.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

Methyl 2-chloro-6-[(3S)-3-methylmorpholin-4-yl]pyrimidine-4-carboxylate (3.15 g) was dissolved in dry THF (20 mL) and cooled to 0° C. under nitrogen. To this is added dropwise a solution of lithium borohydride (2.0M in THF, 6.09 mL). The solution was allowed to warm to room temperature and stirred for 1 hour. The reaction was quenched with water (20 mL) then evaporated to dryness. The residue was dissolved in ethyl acetate (150 mL) and washed with water (150 mL) followed by brine (50 mL). The organics were concentrated in vacuo to give to the desired compound (2.44 g) as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750003B2
Source datasetuspto-grants-2010_07
ORD IDord-ce81e909f6db4698a55b361641458147
Source noteuspto-grants-2010_07