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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2403348Generated: November 3, 2026

1-Methylpiperazine → 2-(1H-Indazol-4-yl)-6-(4-methyl-piperazin-1-ylmethyl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidine

https://huagongshe.com/reaction/2403348

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-(1H-Indazol-4-yl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidine-6-carbaldehydeHCID 23650836—
Solvent1,2-DichloroethaneHCID 11—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
Product2-(1H-Indazol-4-yl)-6-(4-methyl-piperazin-1-ylmethyl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidineHCID 1153247228.2%

Reaction Steps

To a mixture of 2-(1H-Indazol-4-yl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidine-6-carbaldehyde (91 mg, 0.26 mmol), 1-methylpiperazine (34 mg, 0.36 mmol) and acetic acid (15 uL) in 1,2-dichloroethane (2 mL) was added sodium triacetoxyborohydride (60 mg, 0.28 mmol). The reaction mixture was stirred at room temperature overnight and then basified (NaHCO3, saturated), diluted with dichloromethane, washed with brine. Organic layer was separated, dried (MgSO4), filtered and evaporated in vacuo. The residue was purified using flash chromatography to give the title compound (33 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802670B2
Source datasetuspto-grants-2014_08
ORD IDord-ede076d4c37245f1b6a8832148fabae1
Source noteuspto-grants-2014_08