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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775689Generated: November 1, 2026

Ethyl orthoformate → 3-(3-Methylcyclohexyl)-7-phenylthieno[3,2-d]pyrimidin-4(3H)-one

https://huagongshe.com/reaction/1775689

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
Reactant3-Methylcyclohexylamine, mixed isomersHCID 110931—
ReactantMethyl 3-amino-4-phenylthiophene-2-carboxylateHCID 2759782—
Reactant3,7-Diphenylthieno[3,2-d]pyrimidin-4(3H)-oneHCID 78324865—
SolventAcetic AcidHCID 176—
Product3-(3-Methylcyclohexyl)-7-phenylthieno[3,2-d]pyrimidin-4(3H)-oneHCID 7832364670.5%

Reaction Steps

In the same manner as the synthesis of Compound 1, methyl 3-amino-4-phenylthiophene-2-carboxylate (100 mg, 0.43 mmol), triethyl orthoformate (1.0 ml), 3-methylcyclohexanamine (0.120 ml, 0.90 mmol), and acetic acid (0.1 ml) were used to give 98.4 mg (0.30 mmol, 70.5% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260448B2
Source datasetuspto-grants-2016_02
ORD IDord-d95b060a3a4c434ab3ea5bc0f75e301a
Source noteuspto-grants-2016_02