HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Cyanophenylboronic acid → Tert-butyl 4-[5-(4-cyanophenyl)benzo[d]oxazol-2-yl]piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Cyanophenylboronic acid | HCID 2734326 | — |
| Reactant | Tert-butyl 4-(5-bromobenzo[d]oxazol-2-yl)piperidine-1-carboxylate | HCID 71089579 | — |
| Product | Tert-butyl 4-[5-(4-cyanophenyl)benzo[d]oxazol-2-yl]piperidine-1-carboxylate | HCID 71114587 | 30.1% |
Reaction Steps
Following the General Procedure-1, the titled compound (45 mg) was prepared from Intermediate 7 (140 mg, 0.37 mmol) and 4-Cyanophenylboronic acid (53 mg, 0.37 mmol) as an off-white solid. M.P.: 137.3-141.2° C. 1H-NMR (δ ppm, CDCl3, 400 MHz): 7.88 (d, 1.4, 1H), 7.74 (dd, J 1.8, 8.5, 2H), 7.69 (dd, J 1.8, 8.5, 2H), 7.58 (d, J 8.5, 1H), 7.53 (dd, J 1.8, 8.5, 2H), 4.15 (d, J 10.4, 2H), 3.20-3.10 (m, 1H), 3.00 (t, J 11.2, 2H), 2.20-2.12 (m, 2H), 2.00-1.85 (m, 2H), 1.48 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181214B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-a648cfde08744e3886ee53a40a534709 |
| Source note | uspto-grants-2015_11 |