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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390806Generated: October 25, 2026

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

https://huagongshe.com/reaction/390806

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 numberUS08383620B2
Source datasetuspto-grants-2013_02
ORD IDord-25e0878f47684c918c9f91cf1a8e8f48
Source noteuspto-grants-2013_02