3,5-Dichloro-4-methoxyphenylboronic acid → HCID 11797537, compound

HRID 1839951Notes

Reaction equation

HRID 1839951 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4](B(O)O)[CH:5]=[C:6]([Cl:10])[C:7]=1[O:8][CH3:9].Br[C:15]1[CH:20]=[C:19]([F:21])[C:18]([F:22])=[CH:17][C:16]=1[C:23]1[CH:28]=[CH:27][C:26]([S:29]([NH2:32])(=[O:31])=[O:30])=[CH:25][CH:24]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:15]2[CH:20]=[C:19]([F:21])[C:18]([F:22])=[CH:17][C:16]=2[C:23]2[CH:24]=[CH:25][C:26]([S:29]([NH2:32])(=[O:31])=[O:30])=[CH:27][CH:28]=2)[CH:5]=[C:6]([Cl:10])[C:7]=1[O:8][CH3:9]

Participants

3

Reactant 2

HCID 41973523,5-Dichloro-4-methoxyphenylboronic acidHCID 23451249HCID 23451249, compound

Product 1

HCID 11797537HCID 11797537, compound

Procedure

Following the general procedure outlined in Synthetic Scheme VI, 3,5-dichloro-4-methoxyphenylboronic acid (Step 2) was reacted with 4-(2-bromo-4,5-difluorophenyl]benzenesulfonamide (Step 3) to give 4-[2-(3,5-dichloro-4-methoxyphenyl)-4,5-difluorophenyl]benzenesulfonamide as a colorless solid: mp 145.5-146.0° C.; NMR (CDCl3) δ 3.89 (s, 3H), 4.78 (s, 2H), 6.98 (s, 2H), 7.18-7.29 (m, 4H), 7.85 (d, J=8 Hz, 2H); MS (FAB) m/z 450 (M+Li)+; HRMS calc'd for (M+H)+ 444.0039, found 444.0052. Anal. Calc'd for C19H13NCl2F2O3S: C, 51.37; H, 2.95; N, 3.15. Found: C, 51.59; H, 3.03; N, 3.15.

Sources & evidence

ORD record
ord-1b6dcda14de54bb79b8427dcaf119caa
Source dataset
uspto-grants-2004_01
Patent number
US06677488B2

Reaction notes

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