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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1369619Generated: November 1, 2026

Water → 4-(4-Chlorophenoxy)thieno[2,3-c]pyridine-2-methanol

https://huagongshe.com/reaction/1369619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
ReactantCalcium ChlorideHCID 5284359—
ReactantMethyl 4-(4-chlorophenoxy)thieno[2,3-c]pyridine-2-carboxylateHCID 10892544—
SolventEthanolHCID 702—
Product4-(4-Chlorophenoxy)thieno[2,3-c]pyridine-2-methanolHCID 18516283—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of Example 61A (254 mg, 0.793 mmol) in absolute ethanol (4 mL) was treated with anhydrous CaCl2 (177 mg, 1.59 mmol), stirred for 1 hour, cooled to 0° C., treated with NaBH4 (123 mg, 3.25 mmol), stirred at 0° C. for 4 hours and at room temperature for 18 hours, treated with water and extracted with dichloromethane. The extract was washed with brine, dried (Na2SO4), filtered and concentrated. The residue was purified on silica gel with 30% ethyl acetate/hexane to provided the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06579882B2
Source datasetuspto-grants-2003_06
ORD IDord-160d68f35118463e8ad27ff530f42be5
Source noteuspto-grants-2003_06