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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 19584Generated: October 26, 2026

(3S)-3-methylmorpholine → N-cyclopropyl-4-methyl-3-(7-((S)-3-methylmorpholino)thieno[2,3-d]pyridazin-2-yl)benzamide

https://huagongshe.com/reaction/19584

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3S)-3-methylmorpholineHCID 12012220—
Reactant3-(7-chlorothieno[2,3-d]pyridazin-2-yl)-N-cyclopropyl-4-methylbenzamideHCID 86618193—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN-cyclopropyl-4-methyl-3-(7-((S)-3-methylmorpholino)thieno[2,3-d]pyridazin-2-yl)benzamideHCID 68559854—

Reaction Conditions

Temperature165 °C

Reaction Steps

A mixture of 3-(7-chlorothieno[2,3-d]pyridazin-2-yl)-N-cyclopropyl-4-methylbenzamide (90 mg, 262 μmol) and (S)-3-methylmorpholine (79 mg, 785 μmol) in NMP (2 ml) was heated to 165° C. for 48 hrs. The mixture was cooled to RT, diluted with H2O and filtered. The solids were washed with H2O and air-dried. The residue was purified with reverse-phase chromatography (Phenomenex Synergi 4m Max RP 80 A column, 150×21 mm, 20 ml/min, 10-95% CH3CN/H2O, 0.1% TFA, 10.5 min gradient) to afford the title compound. MS (ESI, pos. ion) m/z: 409 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745449B2
Source datasetuspto-grants-2010_06
ORD IDord-23b9712ee1144d578ff2230bd5adb55a
Source noteuspto-grants-2010_06