Water → HCID 86686563, compound

HRID 1528082Notes

Reaction equation

HRID 1528082 reaction equation
[CH3:1][O:2][C:3]1[C:4](=[O:35])[C:5]([C:24]2[N:28]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[N:27]=[CH:26][CH:25]=2)=[N:6][N:7]([C:9]2[CH:10]=[N:11][C:12]([N:15]3[CH2:19][C:18](F)([F:20])[C:17](F)([F:22])[CH2:16]3)=[CH:13][CH:14]=2)[CH:8]=1.C(=O)([O-])[O-].[Cs+].[Cs+].CN(C=O)C.O>C(OCC)(=O)C>[F:20][C:18]1[C:17]([F:22])=[CH:16][N:15]([C:12]2[N:11]=[CH:10][C:9]([N:7]3[CH:8]=[C:3]([O:2][CH3:1])[C:4](=[O:35])[C:5]([C:24]4[N:28]([C:29]5[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=5)[N:27]=[CH:26][CH:25]=4)=[N:6]3)=[CH:14][CH:13]=2)[CH:19]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 10796Cesium carbonateHCID 86686564HCID 86686564, compound

Product 1

HCID 86686563HCID 86686563, compoundYield 43.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)-1-[6-(3,3,4,4-tetrafluoropyrrolidin-1-yl)pyridin-3-yl]pyridazin-4(1H)-one (367 mg), cesium carbonate (1.23 g) and DMF (4 ml) was stirred at 100° C. for 4 hr. To the reaction mixture were added water and ethyl acetate, and the precipitated crystals were collected by filtration, and recrystallized from DMSO-ethanol to give the title compound (146 mg) as whitish yellow crystals.

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. customrecrystallized from DMSO-ethanol

Sources & evidence

ORD record
ord-b6d7020fdb39442c94ec8d6704b69789
Source dataset
uspto-grants-2015_07
Patent number
US09090586B2

Reaction notes

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