3-Chloro-4-methylphenylboronic acid → (6-Chloro-4-(3-chloro-4-methylphenyl)-5-(2,2,2-trifluoroethoxy)pyridin-2-yl)methanol

HRID 1025981Notes

Reaction equation

HRID 1025981 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([CH2:8][OH:9])[CH:5]=[C:4](I)[C:3]=1[O:11][CH2:12][C:13]([F:16])([F:15])[F:14].[Cl:17][C:18]1[CH:19]=[C:20](B(O)O)[CH:21]=[CH:22][C:23]=1[CH3:24]>>[Cl:1][C:2]1[N:7]=[C:6]([CH2:8][OH:9])[CH:5]=[C:4]([C:20]2[CH:21]=[CH:22][C:23]([CH3:24])=[C:18]([Cl:17])[CH:19]=2)[C:3]=1[O:11][CH2:12][C:13]([F:16])([F:15])[F:14]

Participants

3

Reactant 2

HCID 38546103-Chloro-4-methylphenylboronic acidHCID 86663131[6-Chloro-4-iodo-5-(2,2,2-trifluoro-ethoxy)-pyridin-2-yl]-methanol

Product 1

HCID 86663142(6-Chloro-4-(3-chloro-4-methylphenyl)-5-(2,2,2-trifluoroethoxy)pyridin-2-yl)methanol

Procedure

The title compound was synthesized in analogy to Example B using [4-iodo-6-chloro-5-(2,2,2-trifluoro-ethoxy)-pyridin-2-yl]-methanol (example A) and B-(3-chloro-4-methylphenyl)-boronic acid, (CAN 175883-63-3) as starting materials; LC-MS (UV peak area/ESI) 100%, 366.0269 (M+H)+.

Sources & evidence

ORD record
ord-b6ebb8c009e5470b8e9f115a332c1c57
Source dataset
uspto-grants-2014_05
Patent number
US08729105B2

Reaction notes

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