HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Chloro-2-methoxyphenylboronic acid → (r)-3,4-Difluorobenzenesulfonic acid [1-(5'-chloro-2'-methoxy-biphenyl-4-yl)-ethyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Chloro-2-methoxyphenylboronic acid | HCID 2735751 | — |
| Reactant | 3,4-Difluorobenzene-1-sulfonyl chloride | HCID 2736913 | — |
| Reactant | (r)-[1-(4-Bromophenyl)-ethyl]-carbamic acid | HCID 58923092 | — |
| Reactant | HCID 67244310 | HCID 67244310 | — |
| Reactant | (r)-1-(5'-Chloro-2'-methoxy-biphenyl-4-yl)-ethylamine | HCID 67245059 | — |
| Product | (r)-3,4-Difluorobenzenesulfonic acid [1-(5'-chloro-2'-methoxy-biphenyl-4-yl)-ethyl]-amide | HCID 67244367 | — |
| Product | (r)-1-(5'-Chloro-2'-methoxy-biphenyl-4-yl)-ethylamine | HCID 67245059 | — |
Reaction Steps
(R)-1-(5′-Chloro-2′-methoxy-biphenyl-4-yl)-ethylamine was prepared in a similar manner to (R)-1-[4-(5-chloro-2-methoxypyridin-3-yl)-phenyl]ethylamine (Example 39) starting from (R)-[1-(4-bromophenyl)-ethyl]-carbamic acid and 5-chloro-2-methoxyphenylboronic acid. The title compound was prepared in a similar manner to (R)-1-Methyl-3-trifluoromethyl-1H-pyrazole-4-sulfonic acid 1-{[4-(5-chloro-2-methoxypyridin-3-yl)-phenyl]-ethyl}-amide (Example 39) using (R)-1-(5′-chloro-2′-methoxy-biphenyl-4-yl)-ethylamine and 3,4-difluorobenzenesulfonyl chloride. 1H NMR (400 MHz, CDCl3): 7.52-7.42 (m, 2H), 7.35-7.08 (m, 7H), 6.90 (m, 1H), 4.80 (d, 1H), 4.60 (q, 1H), 3.79 (s, 3H), 1.51 (d, 3H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960365B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-e0b8577bb053485a967c4ae70b523624 |
| Source note | uspto-grants-2011_06 |