Potassium Phosphate, Tribasic → HCID 46207696, compound

HRID 555820

Reaction equation

HRID 555820 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]([C:12]1[CH:17]=[CH:16][C:15]([O:18][C:19]2[C:24](Cl)=[N:23][CH:22]=[CH:21][N:20]=2)=[CH:14][CH:13]=1)=[O:11].P([O-])([O-])([O-])=O.[K+].[K+].[K+].[F:34][C:35]([F:46])([F:45])[C:36]1[CH:41]=[C:40](B(O)O)[CH:39]=[CH:38][N:37]=1>C(COC)OC>[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]([C:12]1[CH:17]=[CH:16][C:15]([O:18][C:19]2[C:24]([C:40]3[CH:39]=[CH:38][N:37]=[C:36]([C:35]([F:46])([F:45])[F:34])[CH:41]=3)=[N:23][CH:22]=[CH:21][N:20]=2)=[CH:14][CH:13]=1)=[O:11]

Participants

5

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 451588802-(Trifluoromethyl)pyridine-4-boronic acidHCID 46207940HCID 46207940, compound

Product 1

HCID 46207696HCID 46207696, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of (1H-benzo[d]imidazol-2-yl)(4-(3-chloropyrazin-2-yloxy)phenyl)methanone (300 mg, 0.855 mmol), potassium phosphate (545 mg, 2.57 mmol), 2-(trifluoromethyl)pyridin-4-ylboronic acid (490 mg, 2.57 mmol), and Bis-[4-(di-tert-butylphosphino)-N,N-dimethylbenzenamine]palladium dichloride (121 mg, 0.171 mmol) in dimethoxyethane was heated to 80° C. Following complete reaction, the mixture was cooled to room temperature which caused a solid to precipitate which was collected by filtration and dried to give (1H-benzo[d]imidazol-2-yl)(4-(3-(2-(trifluoromethyl)pyridin-4-yl)pyrazin-2-yloxy)phenyl)methanone. MS (ESI, pos. ion) m/z: 461.0 (M+1). IC50 (uM) +++++.

Workup

  1. customreaction
  2. temperaturethe mixture was cooled to room temperature which
  3. customto precipitate which
  4. filtrationwas collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-9b82e70084a34e10a32c1dc868d9c131
Source dataset
uspto-grants-2011_11
Patent number
US08053438B2

Linked notes

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