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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718323Generated: October 27, 2026

3-Chloro-4-fluoroaniline → N-(3-chloro-4-fluorophenyl)-6-(4-fluorophenyl)-2-methylthieno[2,3-d]pyrimidin-4-amine

https://huagongshe.com/reaction/718323

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-4-fluoroanilineHCID 9708—
Reactant4-Chloro-6-(4-fluorophenyl)-2-methylthieno[2,3-d]pyrimidineHCID 86662442—
SolventTert-butyl alcohol 1,2-dichloroethaneHCID 21868497—
ProductN-(3-chloro-4-fluorophenyl)-6-(4-fluorophenyl)-2-methylthieno[2,3-d]pyrimidin-4-amineHCID 6675901256.7%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 4-chloro-6-(4-fluorophenyl)-2-methylthieno[2,3-d]pyrimidine (15 mg, 0.05 mmol) in 1,2-dichloroethane/t-BuOH (1:1, 2 ml) was added 3-chloro-4-fluoroaniline (16 mg, 0.11 mmol). The mixture was heated at 90° C. for 2 days. After cooling down to room temperature, the solvents were removed under reduced pressure. The crude residue was purified by silica gel chromatography (CH2Cl2/MeOH 100:1) to yield the title compound as a white solid (11 mg, 53%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193741B2
Source datasetuspto-grants-2015_11
ORD IDord-755a3400418840ecb281058be610e93c
Source noteuspto-grants-2015_11