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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2422866Generated: November 2, 2026

5-Chloro-2-methoxyphenylboronic acid → (r)-3,4-Difluorobenzenesulfonic acid [1-(5'-chloro-2'-methoxy-biphenyl-4-yl)-ethyl]-amide

https://huagongshe.com/reaction/2422866

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methoxyphenylboronic acidHCID 2735751—
Reactant3,4-Difluorobenzene-1-sulfonyl chlorideHCID 2736913—
Reactant(r)-[1-(4-Bromophenyl)-ethyl]-carbamic acidHCID 58923092—
ReactantHCID 67244310HCID 67244310—
Reactant(r)-1-(5'-Chloro-2'-methoxy-biphenyl-4-yl)-ethylamineHCID 67245059—
Product(r)-3,4-Difluorobenzenesulfonic acid [1-(5'-chloro-2'-methoxy-biphenyl-4-yl)-ethyl]-amideHCID 67244367—
Product(r)-1-(5'-Chloro-2'-methoxy-biphenyl-4-yl)-ethylamineHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960365B2
Source datasetuspto-grants-2011_06
ORD IDord-e0b8577bb053485a967c4ae70b523624
Source noteuspto-grants-2011_06