Acetonitrile → HCID 86607977, compound

HRID 490778Notes

Reaction equation

HRID 490778 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:4]=[C:5]([N:13]2[C:17]([CH3:18])=[C:16]([CH2:19]Cl)[CH:15]=[N:14]2)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[OH:23][C:24]1[CH:25]=[C:26]2[C:30](=[CH:31][CH:32]=1)[N:29]([C:33]([CH3:38])([CH3:37])[C:34]([OH:36])=[O:35])[CH:28]=[CH:27]2.C([O-])([O-])=O.[Cs+].[Cs+].[C:45](#N)[CH3:46]>>[CH2:45]([O:35][C:34](=[O:36])[C:33]([N:29]1[C:30]2[C:26](=[CH:25][C:24]([O:23][CH2:19][C:16]3[CH:15]=[N:14][N:13]([C:5]4[CH:4]=[C:3]([C:2]([F:22])([F:21])[F:1])[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=4)[C:17]=3[CH3:18])=[CH:32][CH:31]=2)[CH:27]=[CH:28]1)([CH3:38])[CH3:37])[CH3:46]

Participants

5

Reactant 4

HCID 6342AcetonitrileHCID 10796Cesium carbonateHCID 58733786HCID 58733786, compoundHCID 69055778HCID 69055778, compound

Product 1

HCID 86607977HCID 86607977, compound

Procedure

To a solution of 1-(3,5-bis-trifluoromethyl-phenyl)-4-chloromethyl-5-methyl-1H-pyrazole (170 mg, 0.5 mmol) and (2-(5-hydroxy-indol-1-yl)-2-methyl-propionic acid (150 mg) in acetonitrile (3 mL) is added Cs2CO3 (325 mg, 1 mmol). The mixture is stirred at room temperature over night, quenched by water, extracted with ethyl acetate, dried over sodium sulfate. Concentration yields the crude product.

Workup

  1. customquenched by water
  2. extractionextracted with ethyl acetate
  3. dry with materialdried over sodium sulfate
  4. concentrationConcentration

Sources & evidence

ORD record
ord-71a427732ec648be8bc576ff89df60e4
Source dataset
uspto-grants-2009_05
Patent number
US07528160B2

Reaction notes

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