HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 68722394, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 4-{[3-(Bromomethyl)-6-chloro-2-fluorophenyl]oxy}-3-fluorobenzonitrile | HCID 68722621 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68722394 | HCID 68722394 | 81% |
Reaction Steps
To a solution of ammonia (7.0 N solution in MeOH) (47.5 ml, 332 mmol) was added dropwise 4-{[3-(bromomethyl)-6-chloro-2-fluorophenyl]oxy}-3-fluorobenzonitrile (1.49 g, 4.16 mmol) in solution of 20 mL DCM. The mixture was stirred overnight and the solvent was removed to give 4-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-3-fluorobenzonitrile hydrobromide (1.26 g, 3.35 mmol, 81% yield). 1H NMR (400 MHz, DMSO-d6) d ppm 8.10 (dd, 1H), 7.66 (d, 1H), 7.57-7.63 (m, 1H), 7.54 (t, 1H), 7.02 (br. s., 2H), 6.93 (t, 1H), 4.00 (s, 2H). 1H NMR (400 MHz, DMSO-d6) δ ppm 8.10 (dd, 1H), 7.66 (d, 1H), 7.57-7.63 (m, 1H), 7.54 (t, 1H), 7.02 (br. s., 2H), 6.93 (t, 1H), 4.00 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304419B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-778a9c0c28ba40a586fce5b3318de1e5 |
| Source note | uspto-grants-2012_11 |