Potassium Carbonate → HCID 68691826, compound

HRID 2266333Notes

Reaction equation

HRID 2266333 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1B(O)O.C([O-])([O-])=O.[K+].[K+].[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[C:29](C3C=CC(Cl)=CC=3Cl)=[CH:28][N:27]3[C:38]([CH2:41][C:42]4[CH:43]=[N:44][C:45]([C:48]([F:51])([F:50])[F:49])=[CH:46][CH:47]=4)=[N:39][N:40]=[C:26]3[CH:25]=2)=[CH:20][CH:19]=1.O1CCO[CH2:54][CH2:53]1>O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Cl:17][C:18]1[CH:19]=[CH:20][C:21]([C:24]2[C:29]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[F:1])=[CH:28][N:27]3[C:38]([CH2:41][C:42]4[C:43]([CH2:53][CH3:54])=[N:44][C:45]([C:48]([F:49])([F:51])[F:50])=[CH:46][CH:47]=4)=[N:39][N:40]=[C:26]3[CH:25]=2)=[CH:22][CH:23]=1

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 27343542-Fluorophenylboronic acidHCID 119922537-(4-Chlorophenyl)-6-(2,4-dichlorophenyl)-3-((6-(trifluoromethyl)pyridin-3-yl)methyl)[1,2,4]triazolo[4,3-a]pyridine

Product 1

HCID 68691826HCID 68691826, compoundYield 55%

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 962WaterSolvent

Procedure

The title compound (5.5 mg, 55%) as a white powder was prepared from 6-bromo-7-(4-chlorophenyl)-3-((2-methyl-6-(trifluoromethylpyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridine (9.5 mg, 0.020 mmol), 2-fluorophenylboronic acid (5.5 mg, 0.039 mmol), K2CO3 (8.2 mg, 0.059 mmol) and Pd(PPh3)4 (2.8 mg, 0.002 mmol) in 1,4-dioxane (0.28 mL) and H2O (0.09 mL) by the procedures analogous to those described for 7-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-3-((6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridine (Example 56). LC/MS (method B): retention time=Time: 1.86, [M+H]+=497.3.

Sources & evidence

ORD record
ord-6b787d96e1ed4cd0838691530bbfc19e
Source dataset
uspto-grants-2010_12
Patent number
US07858639B2

Reaction notes

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