HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Cyanobenzyl alcohol → 4-cyanobenzyl Isoquinolin-5-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Cyanobenzyl alcohol | HCID 160549 | — |
| Reactant | 5-Isocyanatoisoquinoline | HCID 11586357 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 4-cyanobenzyl Isoquinolin-5-ylcarbamate | HCID 9972224 | 44% |
Reaction Steps
4-Cyanobenzyl alcohol (150 mg, 1.13 mmol) in diethyl ether (10 mL) was treated with the product from Example 61A as an ethereal solution. The mixture was stirred for 2 hours, filtered, and the filter cake was washed with diethyl ether to provide the title compound as an off-white solid (150 mg, 44%). 1H NMR (300 MHz, DMSO-d6) δ 9.95 (s, 1H), 9.32 (d, J=1.0 Hz, 1H), 8.52 (d, J=6.1 Hz, 1H), 7.88-7.99 (m, 5H), 7.65-7.70 (m, 3H), 5.31 (s, 2H); MS (ESI+) m/z 304 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07335678B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-a26f77d5a68243bf93df84bba4d76b08 |
| Source note | uspto-grants-2008_02 |