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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 525082Generated: October 30, 2026

Water → HCID 62313850, compound

https://huagongshe.com/reaction/525082

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 numberUS09340554B2
Source datasetuspto-grants-2016_05
ORD IDord-0335e33e4eb64b1f9599999e2733e5f9
Source noteuspto-grants-2016_05