HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 24874652, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3,5-Dichlorophenylboronic acid | HCID 2734331 | — |
| Reactant | 1-(3-bromophenyl)-1-methyl-1H-isoindol-3-amine | HCID 59596232 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 24874652 | HCID 24874652 | 61.7% |
Reaction Steps
The title compound was prepared as described for Example 78 (Scheme #14, N) starting from 1-(3-bromophenyl)-1-methyl-1H-isoindol-3-amine (Example 90) (71.4 mg, 0.237) and (3,5-dichlorophenyl)boronic acid (47.4 mg, 0.249 mmol) with the exception that the hydrochloride was made by dissolving the product in dichloromethane (1 mL) and adding hydrochloric acid (0.71 mL, 1 M in diethyl ether). The solution was stirred for 1 h and was then concentrated to afford 31.0 mg (32% yield) of the title compound: 1H NMR (DMSO-d6) δ 8.23 (d, J=7.78 Hz, 1 H), 7.91-7.87 (m, 1 H), 7.84-7.74 (m, 4 H), 7.71 (d, J=7.78 Hz, 1 H), 7.67-7.62 (m, 2 H), 7.47 (t, J=7.78 Hz, 1 H), 7.43-7.38 (m, 1 H), 2.06 (s, 3 H); MS (ES) m/z 367, 369, 371 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855213B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-21b09bfff11c4c65a2d8b65840d679d0 |
| Source note | uspto-grants-2010_12 |