Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2369408Generated: October 31, 2026

Water → HCID 62313850, compound

https://huagongshe.com/reaction/2369408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant1,4-DiaminocyclohexaneHCID 18374—
Reactant4-chloro-6-ethylthieno[2,3-d]pyrimidineHCID 916176—
SolventDimethylformamideHCID 6228—
ProductHCID 62313850HCID 62313850107.5%

Reaction Steps

Into a 50-mL round-bottom flask, was placed 4-chloro-6-ethylthieno[2,3-d]pyrimidine (200 mg, 1.01 mmol, 1.00 equiv), cyclohexane-1,4-diamine (600 mg, 5.25 mmol, 5.22 equiv) in anhydrous N,N-dimethylformamide (5 mL) at room temperature. Then triethylamine (300 mg, 2.96 mmol, 2.95 equiv) was added via syringe and the resulting solution was stirred overnight at ambient temperature. After completion of the reaction, the resulting solution was diluted H2O, extracted with 3×30 mL of ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated under vacuum. This desired 1-N-[6-ethylthieno[2,3-d]pyrimidin-4-yl]cyclohexane-1,4-diamine (0.3 g, crude) was obtained as a off-white solid which was used for next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703941B2
Source datasetuspto-grants-2014_04
ORD IDord-3bad1d69327847848d5a9fff595325a5
Source noteuspto-grants-2014_04