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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1365112Generated: October 30, 2026

Methylamine → HCID 59592917, compound

https://huagongshe.com/reaction/1365112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant2-Chloro-4-morpholinothieno[2,3-d]pyrimidine-6-carbaldehydeHCID 56833844—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59592917HCID 5959291753%

Reaction Steps

To 2-chloro-4-morpholinothieno[2,3-d]pyrimidine-6-carbaldehyde (2.0 g) in 50 mL toluene and 50 mL THF was added 20 mL of 40% methylamine in H2O. The reaction mixture was stirred at room temp under N2 for 24 hours. The solvents were removed in vacuo and the residue was dissolved in 50 mL MeOH and 50 mL THF and the NaBH4 added portion-wise. This reaction mixture was stirred at room temp under N2 for 24 hours and complete reaction was confirmed by LCMS. The solvents were removed in vacuo and the crude product purified by flash chromatography (EtOAc/EtOH) to give 1.12 g (2-chloro-4-morpholinothieno[2,3-d]pyrimidin-6-yl)-N-methylmethanamine (53% yield). MS (Q1) 300 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07888352B2
Source datasetuspto-grants-2011_02
ORD IDord-5df6608841cd4125ada74c37b824cf3e
Source noteuspto-grants-2011_02