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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 862553Generated: October 26, 2026

Sodium borohydride → 8-{2-[(2-Methoxyethoxy)carbonylamino]-6-methylbenzyloxy}-2-methylimidazo[1,2-a]pyridine-3-methanol

https://huagongshe.com/reaction/862553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant8-{2-[(2-Methoxyethoxy)carbonylamino]-6-methylbenzyloxy}-2-methylimidazo[1,2-a]pyridine-3-carboxaldehydeHCID 19698531—
SolventMethanolHCID 887—
Product8-{2-[(2-Methoxyethoxy)carbonylamino]-6-methylbenzyloxy}-2-methylimidazo[1,2-a]pyridine-3-methanolHCID 986566372.7%

Reaction Steps

A suspension of 3.7 g (9.3 mmol) of 8-{2-[(2-methoxyethoxy)carbonylamino]-6-methylbenzyloxy}-2-methylimidazo[1,2-a]pyridine-3-carboxaldehyde in 40 ml of methanol is treated at RT with 362 mg (9.3 mmol) of 97% sodium borohydride and stirred for 75 min. It is added to ice/water, extracted with dichloromethane and concentrated in a Rotavapor. The residual oil is crystallized using 5 ml of isopropyl alcohol, 5 ml of toluene and diisopropyl ether. 2.7 g (72.7%) of the title compound of m.p. 121°-123° C. are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05719161
Source datasetuspto-grants-1998_02
ORD IDord-5082e12247ab4fa393ca35242d320088
Source noteuspto-grants-1998_02