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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2262022Generated: November 2, 2026

Hydrazine hydrate (1:1) → (2-Chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methanamine

https://huagongshe.com/reaction/2262022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant2-((2-Chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)isoindoline-1,3-dioneHCID 59593108—
SolventMethanolHCID 887—
Product(2-Chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methanamineHCID 4618072773.2%

Reaction Steps

To a solution of 2-((2-chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)isoindoline-1,3-dione 31 (100 mg, 0.24 mmol) in MeOH (7 mL) was added H2NNH2.H2O (24 μL, 0.48 mmol). The reaction was heated at reflux for 1 h. After cooling to room temperature the reaction was quenched with water (10 mL) and extracted with EtOAc. The combined organics were dried over Na2SO4 and concentrated in vacuo to afford (2-chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methanamine 27 (0.05 g, 73%). MS (Q1) 285 (M)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07846929B2
Source datasetuspto-grants-2010_12
ORD IDord-edc65234b2e948ebb29d554f9a8a0f42
Source noteuspto-grants-2010_12