2-Chlorophenylboronic acid → 5-(2-Chlorophenyl)-4-(4-chlorophenyl)-2-fluoropyridine

HRID 2101394Notes

Reaction equation

HRID 2101394 reaction equation
Cl[C:2]1[C:3]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[CH:4][C:5]([F:8])=[N:6][CH:7]=1.[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1B(O)O.ClC1C=CC=CC=1C1C(C2C=CC(Cl)=CC=2)=CC2N(C(=O)N(CC3C=NC(C(F)(F)F)=CC=3)N=2)C=1C>>[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[C:2]1[C:3]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[CH:4][C:5]([F:8])=[N:6][CH:7]=1

Participants

4

Reactant 3

HCID 27343222-Chlorophenylboronic acidHCID 577993616-(2-chlorophenyl)-7-(4-chlorophenyl)-5-methyl-2-((6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-oneHCID 577994555-Chloro-4-(4-chlorophenyl)-2-fluoropyridine

Product 1

HCID 577994125-(2-Chlorophenyl)-4-(4-chlorophenyl)-2-fluoropyridineYield 35.4%

Procedure

The title compound (0.33 g, 35% yield) as a white foam was prepared from 5-chloro-4-(4-chlorophenyl)-2-fluoropyridine (0.71 g, 2.93 mmol) and 2-chlorophenylboronic acid (0.55 g, 3.52 mmol) in a manner analogous to that in which 6-(2-chlorophenyl)-7-(4-chlorophenyl)-5-methyl-2-((6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one was prepared. HPLC/MS: retention time=4.03 min, [M+H]+=318.1.

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-b575098f6b0347ae9c4a9b6f60242c7e
Source dataset
uspto-grants-2009_08
Patent number
US07572808B2

Reaction notes

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