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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1005708Generated: October 28, 2026

Water → HCID 22674450, compound

https://huagongshe.com/reaction/1005708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhenylacetonitrileHCID 8794—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-2-(trifluoromethyl)thieno[3,2-d]pyrimidineHCID 22674373—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
ProductHCID 22674450HCID 2267445025%

Reaction Steps

A suspension of NaH (60% dispersion in oil, 60 mg, 1.5 mmol) in DMF (5 mL) and toluene (15 mL) at room temperature was treated with phenylacetonitrile (0.16 g, 1.37 mmol), stirred for 10 min, treated with a solution of 4-chloro-2-trifluoromethylthieno[3,2-d]pyrimidine (0.3 g, 126 mmol) in DMF (2 mL), stirred for 15 min, treated with water (5 mL) and the phases separated. The aqueous phase was extracted with EtOAc (2×50 mL), the combined organic phase washed with water (3×10 mL), brine (10 mL), dried (MgSO4), concentrated in vacuo and the resulting orange oily solid crystallised from heptane to give the title compound (0.1 g, 25%) as a gold solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06787541B1
Source datasetuspto-grants-2004_09
ORD IDord-0ac320fbca184228b536aa8e1713e0e6
Source noteuspto-grants-2004_09