HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-tert-Butylphenylboronic acid → 2-(4-tert-Butyl-phenyl)-1,3,4,5-tetrahydro-azepino[5,4,3-cd]indol-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-tert-Butylphenylboronic acid | HCID 2734320 | — |
| Reactant | 2-Phenyl-3,10-diazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13)-tetraen-9-one | HCID 10220882 | — |
| Product | 2-(4-tert-Butyl-phenyl)-1,3,4,5-tetrahydro-azepino[5,4,3-cd]indol-6-one | HCID 11012595 | — |
Reaction Steps
In a like manner as described for Compound 12, the tricyclic bromide (300 mg, 1.13 mmol) and 4-tert-butylphenylboronic acid (302 mg, 1.70 mmol) were coupled to yield 2-(4-tert-butyl-phenyl)-1,3,4,5-tetrahydro-azepino[5,4,3-cd]indol-6-one, 150 mg (42%), as a white solid. mp 243-244° C.; 1H NMR (300 MHz, d6-DMSO) δ 1.33 (s, 9H), 3.05 (m, 2H), 3.38 (m, 2H), 7.20 (app t, 1H, J=7.8 Hz), 7.57 (m, 5H), 7.67 (dd, 1H, J=7.2, 0.6 Hz), 8.07 (brt, 1H), 11.51 (br s, 1H); HRMS (FAB, MH+) Calcd for C21H23N2O: 319.1810, Found: 319.1813; Anal. (C21H22N2O.0.3 H2O) C, H, N.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06977298B2 |
| Source dataset | uspto-grants-2005_12 |
| ORD ID | ord-c8f294e7785647d0a2ec1f27d2d26ae8 |
| Source note | uspto-grants-2005_12 |