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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523361Generated: October 31, 2026

Morpholine → 2-Chloro-4-(morpholin-4-yl)thieno(3,2-d)pyrimidine

https://huagongshe.com/reaction/523361

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant2,4-Dichlorothieno[3,2-d]pyrimidineHCID 12712832—
SolventMethanolHCID 887—
Product2-Chloro-4-(morpholin-4-yl)thieno(3,2-d)pyrimidineHCID 20284971100%

Reaction Steps

A mixture of 2,4-dichloro-thieno[3,2-d]pyrimidine 3, (8.68 g, 42.34 mmol), morpholine (8.11 mL, 2.2 eq.) and MeOH (150 mL) was stirred at room temperature for 1 h. The reaction mixture was then filtered, washed with water and MeOH, to yield 2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine 4 as a white solid (11.04 g, 100%). 1H NMR (400 MHz, d6-DMSO) 3.74 (4H, t, J=4.9 Hz), 3.90 (4H, t, J=4.9 Hz), 7.40 (1H, d, J=5.6 Hz), 8.30 (1H, d, J=5.6 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09335320B2
Source datasetuspto-grants-2016_05
ORD IDord-ff75fd03f84b434b8defd139a7e6bb85
Source noteuspto-grants-2016_05