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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1097309Generated: October 25, 2026

methyl N-(2-chloroacetyl)carbamate → N-[7-[3-[(methylamino)carbonyl]phenyl]imidazo[1,2-b]pyridazin-2-yl]carbamic acid methyl ester

https://huagongshe.com/reaction/1097309

Reaction equation

Participants

RoleNameHCIDCharge
Reactantmethyl N-(2-chloroacetyl)carbamateHCID 518783—
Reactant3-(6-Amino-1,6-dihydro-pyridazin-4-yl)-N-methyl-benzamideHCID 59443495—
SolventDimethylformamideHCID 6228—
ProductN-[7-[3-[(methylamino)carbonyl]phenyl]imidazo[1,2-b]pyridazin-2-yl]carbamic acid methyl esterHCID 59443506—

Reaction Conditions

Temperature110 °C

Reaction Steps

3-(6-Amino-1,6-dihydro-pyridazin-4-yl)-N-methyl-benzamide (Intermediate A—Step E) (1 eq, 2.74 mmol, 735 mg) is added to a solution of methyl (chloroacetyl)carbamate (1.2 eq, 3.28 mmol, 498 mg) in DMF (30 ml) and the reaction mixture is stirred at 110° C. for 7.5 h. The solvent is then removed in vacuo and the product is purified by flash column chromatography eluting with 9:1 DCM/MeOH to afford [7-(3-Methylcarbamoyl-phenyl)-imidazo-[1,2-b]-pyridazin -2-yl]-carbamic acid methyl ester as a green solid; [M+H]+=326

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143253B2
Source datasetuspto-grants-2012_03
ORD IDord-1ed9606eb601431ca3f0f2cdd94a0461
Source noteuspto-grants-2012_03