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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2176202Generated: October 29, 2026

2-Bromoquinoline → 6-quinolin-2-yl-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole

https://huagongshe.com/reaction/2176202

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromoquinolineHCID 2762756—
Reactant3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indoleHCID 67545626—
Product6-quinolin-2-yl-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indoleHCID 45381168—

Reaction Steps

The reaction of 3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole (212 mg, 1.0 mmol; Example 187A) and 2-bromoquinoline (312 mg, 1.5 mmol; Alfa Aesar) was performed as described in Example 68 to afford the title compound: 1H NMR (300 MHz, methanol-d4) δ ppm 1.97-2.12 (m, 2H) 2.19-2.32 (m, 2H) 3.11-3.29 (m, 5H) 4.36 (s, 2H) 7.11-7.19 (m, 2H) 7.40-7.48 (m, 2H) 7.60 (d, J=9 Hz, 1H) 7.66 (t, J=8 Hz, 1H) 7.79-7.87 (m, 1H) 8.03 (t, J=7 Hz, 2H) 8.55 (d, J=8 Hz, 1H); MS (DCI/NH3) m/z 340 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09063126B2
Source datasetuspto-grants-2015_06
ORD IDord-68993d8fdc4c455dac169bddc2136bd7
Source noteuspto-grants-2015_06