4-Chlorophenylboronic acid → 2-{4-[4-(4-Chlorophenyl)-3,5-dimethyl-1H-pyrazol-1-yl]phenyl}ethanol

HRID 891077Notes

Reaction equation

HRID 891077 reaction equation
I[C:2]1[C:3]([CH3:17])=[N:4][N:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][OH:16])=[CH:10][CH:9]=2)[C:6]=1[CH3:7].[Cl:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1>>[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([C:2]2[C:3]([CH3:17])=[N:4][N:5]([C:8]3[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][OH:16])=[CH:10][CH:9]=3)[C:6]=2[CH3:7])=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 742994-Chlorophenylboronic acidHCID 222445592-[4-(4-Iodo-3,5-dimethyl-1H-pyrazol-1-yl)phenyl]ethanol

Product 1

HCID 222445882-{4-[4-(4-Chlorophenyl)-3,5-dimethyl-1H-pyrazol-1-yl]phenyl}ethanol

Procedure

The title compound was prepared according to the procedure described in step 1 of Example 12 from 2-[4-(4-iodo-3,5-dimethyl-1H-pyrazol-1-yl)phenyl]ethanol (step 2 of Example 11) and 4-chlorobenzeneboronic acid: MS (ESI) m/z 327 [M+H]+, 1H-NMR (CDCl3) δ 7.44-7.24 (8H, m), 3.89 (2H, t, J=6.6 Hz), 2.93 (2H, t, J=6.6 Hz), 2.31 (3H, s), 2.28 (3H, s).

Sources & evidence

ORD record
ord-12f67544236843ee95f84af5ff170425
Source dataset
uspto-grants-2006_02
Patent number
US07001917B2

Reaction notes

Loading…