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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2066469Generated: October 31, 2026

Cyclopropanemethanamine → [1-(2-Chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-piperidin-4-yl]-cyclopropylmethyl-amine

https://huagongshe.com/reaction/2066469

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanemethanamineHCID 75646—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant1-(2-Chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-piperidin-4-oneHCID 58117137—
Solvent1,2-DichloroethaneHCID 11—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product[1-(2-Chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-piperidin-4-yl]-cyclopropylmethyl-amineHCID 5811713444%

Reaction Steps

To a solution of 1-(2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-piperidin-4-one (0.2 g, 0.545 mmol) in 1,2-dichloroethane (3 mL) were added cyclopropanemethylamine (71 μL, 0.812 mmol) and sodium triacetoxyborohydride (0.15 g, 0.71 mmol). The resulting suspension was stirred at RT for 17 h, then diluted with water and DCM. The aqueous layer was separated and extracted with DCM. The combined organic layers were dried (Na2SO4), then concentrated in vacuo to give the title compound as an off-white solid (0.10 g, 44%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293735B2
Source datasetuspto-grants-2012_10
ORD IDord-0bbc0dfa93a84119a82307ba213ae48b
Source noteuspto-grants-2012_10