HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethyl borate → (1-(3-chloro-2-methylbenzyl)-2-(difluoromethyl)-6-morpholino-1H-benzo[d]imidazol-4-yl)boronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethyl borate | HCID 8470 | — |
| Reactant | 4-(4-bromo-1-(3-chloro-2-methylbenzyl)-2-(difluoromethyl)-1H-benzo[d]imidazol-6-yl)morpholine | HCID 86687839 | — |
| Product | (1-(3-chloro-2-methylbenzyl)-2-(difluoromethyl)-6-morpholino-1H-benzo[d]imidazol-4-yl)boronic acid | HCID 71599547 | — |
Reaction Steps
The titled compound was prepared from 4-(4-bromo-1-(3-chloro-2-methylbenzyl)-2-(difluoromethyl)-1H-benzo[d]imidazol-6-yl)morpholine (430 mg, 0.913 mmol) using Method A with trimethylborate to give the product (55 mg, 0.126 mmol, 13.82% yield) as a light brown solid. LC/MS: MS (ES+) m/e 436.2 [M+H]+; 1H NMR (400 MHz, METHANOL-d4) δ ppm 7.44-7.58 (m, 1H), 7.27-7.38 (m, 1H), 7.15 (d, J=2.27 Hz, 1H), 7.00 (t, J=7.96 Hz, 1H), 6.26 (d, J=7.58 Hz, 1H), 5.75 (s, 2H), 3.81-3.94 (m, 4H), 2.50 (s, 3H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08778937B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-85b01bd920d6486cbe52b27387b477b5 |
| Source note | uspto-grants-2014_07 |