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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432649Generated: October 30, 2026

Dichloromethane → 3-(5-Bromo-3,4-dimethyl-thiophen-2-yl)-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine

https://huagongshe.com/reaction/1432649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantN-bromobutanimideHCID 67184—
Reactant3-(3,4-Dimethyl-thiophen-2-yl)-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazineHCID 57933045—
SolventDiethyl EtherHCID 3283—
Product3-(5-Bromo-3,4-dimethyl-thiophen-2-yl)-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazineHCID 5793305780.8%

Reaction Steps

To a solution of 3-(3,4-dimethyl-thiophen-2-yl)-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.41 g, 1.25 mmol) and CH2Cl2 (30 mL) is added NBS (0.23 g, 1.32 mmol). The solution is stirred for 1 hour, diluted with Et2O (100 mL), washed with water (3×100 mL), brine (100 mL), dried (MgSO4) filtered and concentrated to furnish the title compound (0.41 g, 1.01 mmol, 80%). 1H NMR (CDCl3) δ 0.86 (t, J=7.4 Hz, 6H), 1.72-1.94 (m, 4H), 2.02 (s, 3H), 2.18 (s, 3H), 2.43 (s, 3H), 2.49 (s, 3H), 3.27-3.36 (m, 1H), 6.67 (s, 1H). LC/MS (m/z): calcd. for C19H24BrN3S (M+H)+: 407.4; found: 407.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612067B2
Source datasetuspto-grants-2009_11
ORD IDord-d0131704f1724f3aa6e467e0828f69a1
Source noteuspto-grants-2009_11