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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2176142Generated: October 29, 2026

3-Methyl-6-vinylpyridazine → 9-methyl-6-[2-(6-methylpyridazin-3-yl)ethyl]-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole

https://huagongshe.com/reaction/2176142

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methyl-6-vinylpyridazineHCID 66848711—
ReactantHCID 67544841HCID 67544841—
Product9-methyl-6-[2-(6-methylpyridazin-3-yl)ethyl]-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indoleHCID 45380661—

Reaction Steps

Under nitrogen, 9-methyl-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole (260 mg, 1.15 mmol, Example 2B), was coupled with 3-methyl-6-vinylpyridazine (280 mg, 1.86 mmol, Example 148B) according to the procedure described in Example 1B to give the title compound: 1H NMR (300 MHz, CDCl3) δ ppm 1.65-1.76 (m, 2H) 1.85-1.95 (m, 2H) 2.43 (s, 3H) 2.67 (s, 3H) 2.96-3.09 (m, 3H) 3.17-3.25 (m, 2H) 3.30 (t, J=7.1 Hz, 2H) 4.23 (s, 2H) 4.55 (t, J=7.1 Hz, 2H) 6.82 (d, J=8.5 Hz, 1H) 6.96 (dd, J=8.3, 1.2 Hz, 1H) 7.11 (dd, J=17.1, 8.4 Hz, 2H) 7.16 (s, 1H); MS (DCI/NH3) m/z 347 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09063126B2
Source datasetuspto-grants-2015_06
ORD IDord-bcb4b7fd3a384a95a4137e4445f73827
Source noteuspto-grants-2015_06