6-(Methylsulphanyl)pyridine-3-boronic acid → 5-(2-chloro-phenyl)-1-{4-[6-(methylsulfanyl)-pyridin-3-yl]-phenyl}-3-[di-(trifluoromethyl)-hydroxy-methyl]-4,5-dihydro-1H-pyrazole

HRID 2208099Notes

Reaction equation

HRID 2208099 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[Cl:19])[CH2:11][C:10]([C:20]([C:26]([F:29])([F:28])[F:27])([C:22]([F:25])([F:24])[F:23])[OH:21])=[N:9]2)=[CH:4][CH:3]=1.[CH3:30][S:31][C:32]1[N:37]=[CH:36][C:35](B(O)O)=[CH:34][CH:33]=1>>[Cl:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[CH:12]1[N:8]([C:5]2[CH:6]=[CH:7][C:2]([C:35]3[CH:36]=[N:37][C:32]([S:31][CH3:30])=[CH:33][CH:34]=3)=[CH:3][CH:4]=2)[N:9]=[C:10]([C:20]([C:22]([F:23])([F:25])[F:24])([C:26]([F:29])([F:27])[F:28])[OH:21])[CH2:11]1

Participants

3

Reactant 2

HCID 27627056-(Methylsulphanyl)pyridine-3-boronic acidHCID 1184316661-(4-Bromo-phenyl)-5-(2-chloro-phenyl)-3-[di-(trifluoromethyl)-hydroxy-methyl]-4,5-dihydro-1H-pyrazole

Product 1

HCID 1184318885-(2-chloro-phenyl)-1-{4-[6-(methylsulfanyl)-pyridin-3-yl]-phenyl}-3-[di-(trifluoromethyl)-hydroxy-methyl]-4,5-dihydro-1H-pyrazole

Procedure

The titled compound was prepared in accordance with the same procedures as in Example 421, except for using 1-(4-bromo-phenyl)-5-(2-chloro-phenyl)-3-[di-(trifluoromethyl)-hydroxy-methyl]-4,5-dihydro-1H-pyrazole prepared in Step 5 of Preparation 24; and using 6-methylthiopyridin-3-ylboronic acid instead of 3-methylthiophenylboronic acid.

Sources & evidence

ORD record
ord-22f20dd655da46f59eef3c90d2fa3686
Source dataset
uspto-grants-2016_06
Patent number
US09376420B2

Reaction notes

Loading…