4-Chlorophenylboronic acid → HCID 11755847, compound

HRID 585171Notes

Reaction equation

HRID 585171 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][O:9][CH2:10][CH2:11][C:12]2[CH:13]=[C:14]([NH:18][S:19]([C:22]([F:25])([F:24])[F:23])(=[O:21])=[O:20])[CH:15]=[CH:16][CH:17]=2)=[C:4]([Cl:26])[CH:3]=1.[Cl:27][C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][CH:29]=1>>[Cl:26][C:4]1[CH:3]=[C:2]([C:31]2[CH:32]=[CH:33][C:28]([Cl:27])=[CH:29][CH:30]=2)[CH:7]=[CH:6][C:5]=1[CH2:8][O:9][CH2:10][CH2:11][C:12]1[CH:13]=[C:14]([NH:18][S:19]([C:22]([F:25])([F:24])[F:23])(=[O:21])=[O:20])[CH:15]=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 742994-Chlorophenylboronic acidHCID 86590089HCID 86590089, compound

Product 1

HCID 11755847HCID 11755847, compound

Procedure

N-{3-[2-(3-Chloro-4′-chloro-biphenyl-4-ylmethoxy)-ethyl]-phenyl}-C,C,C-trifluoro methane sulfonamide was prepared from the product of Example 21 and 4-chloro benzene boronic acid according to the procedure of Example 2 and isolated as a white solid (65%), 97-99° C. NMR (400 MHz, DMSO-d6) δ 11.80 (bs, 1H, NH), 7.75 (m, 3H, ArH), 7.61 (d, J=8 Hz, 1H, ArH), 7.54 (d, J=8 Hz, 2H, ArH), 7.42 (d, J=8 Hz, 1H, ArH), 7.31 (t, J=8 Hz, 1H, Ar5), 7.19 (d, J=8 Hz, 1H, H4) 7.11 (s, 1H, H2), 7.09 (d, J=8 Hz, 1H, H6), 4.57 (s, 2H, OCH2), 3.65 (t, J=7 Hz, 2H, OCH2), 2.85 (t, J=7 Hz, 2H, ArCH2). Anal. Calcd. for C22H18Cl2F3N1O3S1: C, 52.39; H, 3.60; N, 2.78. Found: C, 52.07; H, 3.47; N, 2.70.

Sources & evidence

ORD record
ord-0345836bc7254837a1b28b2702f4d6dc
Source dataset
uspto-grants-2005_08
Patent number
US06930131B2

Reaction notes

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