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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161749Generated: October 27, 2026

Benzyl Alcohol → 2-Amino-4-benzyloxy-thieno[2,3-d]pyrimidine-6-carboxylic acid

https://huagongshe.com/reaction/1161749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantSodium hydrideHCID 24758—
ReactantEthyl 2-amino-4-chlorothieno(2,3-d)pyrimidine-6-carboxylateHCID 16096301—
SolventTetrahydrofuranHCID 8028—
Product2-Amino-4-benzyloxy-thieno[2,3-d]pyrimidine-6-carboxylic acidHCID 59519321—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a nitrogen filled flask containing sodium hydride (0.5 mmol, 60% in mineral oil) in anhydrous THF (5 ml) was added benzyl alcohol (0.5 mmol). The suspension was stirred vigorously for 10 minutes until no more gas was evolved before being transferred to a microwave reaction tube containing 2-amino-4-chloro-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (0.129 g, 0.5 mmol). The sealed tube was heated to 90° C. for 5 mins using 300 W in a CEM microwave apparatus (CARE!). The reaction mixture was partitioned between DCM and water, the water layer neutralised and evaporated to dryness in vacuo to leave the pure product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820658B2
Source datasetuspto-grants-2010_10
ORD IDord-2a5f81ebdf854fff976ae8f1abfafd7c
Source noteuspto-grants-2010_10