3-Methylsulfonylaminophenylboronic acid → HCID 178440350, compound

HRID 1987643Notes

Reaction equation

HRID 1987643 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5]/[C:4](=[C:12]2/[C:13]([CH2:18][CH2:19][CH3:20])=[N:14][NH:15][C:16]/2=[O:17])/[CH:3]=1.[CH3:21][S:22]([NH:25][C:26]1[CH:27]=[C:28](B(O)O)[CH:29]=[CH:30][CH:31]=1)(=[O:24])=[O:23]>>[O:17]=[C:16]1[NH:15][N:14]=[C:13]([CH2:18][CH2:19][CH3:20])/[C:12]/1=[C:4]1/[NH:5][C:6]2[C:11]([C:2]([C:30]3[CH:31]=[C:26]([NH:25][S:22]([CH3:21])(=[O:23])=[O:24])[CH:27]=[CH:28][CH:29]=3)=[CH:3]/1)=[CH:10][CH:9]=[CH:8][CH:7]=2

Participants

3

Reactant 2

HCID 27735353-Methylsulfonylaminophenylboronic acidHCID 178440352HCID 178440352, compound

Product 1

HCID 178440350HCID 178440350, compound

Procedure

The tile compound was synthesized from (Z)-4-(4-chloroquinolin-2(1H)-ylidene)-3-propyl-1H-pyrazol-5(4H)-one and 3-(methylsulfonamido)phenylboronic acid using Suzuki coupling conditions. The final compound was purified by LC-MS. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.95 (t, J=7.33 Hz, 3H) 1.71 (td, J=14.53, 6.82 Hz, 2H) 2.94 (t, J=7.33 Hz, 2H) 3.09 (s, 3H) 7.33 (d, J=7.83 Hz, 1H) 7.41 (d, J=1.77 Hz, 2H) 7.50-7.61 (m, 2H) 7.69 (s, 1H) 7.77-7.83 (m, 2H) 7.99 (d, J=8.34 Hz, 1H) 10.04 (s, 1H); ESI-MS: m/z calc'd for C22H22N4O3S 422.5. found 423.3 (M+H)+.

Workup

  1. customThe final compound was purified by LC-MS

Sources & evidence

ORD record
ord-70c94274e57a4162895452ea2bb40bbd
Source dataset
uspto-grants-2009_06
Patent number
US07550598B2

Reaction notes

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