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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 226033Generated: October 31, 2026

Dimethylformamide → HCID 57752712, compound

https://huagongshe.com/reaction/226033

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 136360173HCID 136360173—
SolventEthyl AcetateHCID 8857—
ProductHCID 57752712HCID 5775271266%

Reaction Steps

To a solution of 8-(1-ethyl-propyl)-2,6-dimethyl-3-(7-methyl-1H-indol-3-yl)-imidazo[1,2-b]pyridazine (0.037 g, 0.11 mmol) and DMF (2 mL) is added 60% NaH (0.005 g, 0.13 mmol). The solution is stirred for 30 minutes and MeI (0.008 mL, 0.13 mmol) is added. The solution is stirred for 1 h, diluted with EtOAc (20 mL), washed with water (2×10 mL), brine (10 mL), dried over MgSO4, filtered and concentrated. The residue is purified by ISCO (30%-50% EtOAc gradient) to furnish the title compound (0.025 g, 0.069 mmol, 66%). 1H NMR (CDCl3), δ 0.91 (t, J=7.5 Hz, 6H), 1.77-1.95 (m, 4H), 2.48 (s, 3H), 2.53 (s, 3H), 2.83 (s, 3H), 3.35-3.44 (m, 1H), 4.17 (s, 3H), 6.62 (s, 1H), 6.94-7.01 (m, 2H), 7.25 (s, 1H), 7.30 (dd, J=7.6, 1.3 Hz, 1H). LC/MS (m/z): calcd. for C23H28N4 (M+H)+: 361.6. found: 361.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557103B2
Source datasetuspto-grants-2009_07
ORD IDord-d6f07a236e284cadb46c39551d525705
Source noteuspto-grants-2009_07