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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2176197Generated: October 30, 2026

6-Bromo-4-methoxyquinazoline → 6-(4-methoxyquinazolin-6-yl)-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole

https://huagongshe.com/reaction/2176197

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Bromo-4-methoxyquinazolineHCID 28063970—
Reactant3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indoleHCID 67545626—
Product6-(4-methoxyquinazolin-6-yl)-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indoleHCID 45381282—

Reaction Steps

The reaction of 3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole (127 mg, 0.6 mmol; Example 187A) and 6-bromo-4-methoxyquinazoline (215 mg, 0.9 mmol; ChemBridge) was performed as described in Example 68 to afford the title compound as the minor product: 1H NMR (300 MHz, methanol-d4) δ ppm 1.95-2.21 (m, 4H) 2.90-2.97 (m, 1H) 3.09-3.30 (m, 4H) 4.23 (s, 3H) 4.35 (s, 2H) 7.08-7.13 (m, 3H) 7.41-7.47 (m, 1H) 7.89 (dd, J=9, 2 Hz, 1H) 8.10 (d, J=9 Hz, 1H) 8.14 (d, J=2 Hz, 1H) 8.85 (s, 1H); MS (DCI/NH3) m/z 371 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09063126B2
Source datasetuspto-grants-2015_06
ORD IDord-b191d696f6ff4df9bbfbf2884596fdd0
Source noteuspto-grants-2015_06