Water → HCID 131715163, compound

HRID 651897Notes

Reaction equation

HRID 651897 reaction equation
Cl[C:2]1[N:3]([C:11]2[CH:16]=[C:15]([OH:17])[C:14]([Cl:18])=[CH:13][C:12]=2[F:19])[N:4]=[C:5]2[C:10]=1[CH2:9][CH2:8][CH2:7][CH2:6]2.C(=O)([O-])[O-].[K+].[K+].[CH2:26](I)[CH3:27].O>CN(C)C=O>[Cl:18][C:14]1[C:15]([O:17][CH2:26][CH3:27])=[CH:16][C:11]([N:3]2[CH:2]=[C:10]3[C:5]([CH2:6][CH2:7][CH2:8][CH2:9]3)=[N:4]2)=[C:12]([F:19])[CH:13]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 1850782-Chloro-5-(3-chloro-4,5,6,7-tetrahydroindazol-2-yl)-4-fluorophenol

Product 1

HCID 131715163HCID 131715163, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

Into a solution of 3-chloro-2-(4-chloro-2-fluoro-5-hydroxyphenyl)-4,5,6,7-tetrahydro-2H-indazole (0.9 g) in dimethylformamide (10 ml), there was added potassium carbonate (0.25 g) and ethyl iodide (1 g), and the mixture was stirred for 60° C. for 3 hours. After cooling, water was added to the reaction mixture, followed by extraction with ether. The ether layer was washed with water twice, dried and concentrated. The residue was crystallized from hexane to give 0.2 g of 3-chloro-2-(4-chloro-2-fluoro-5-ethoxyphenyl-4,5,6,7-tetrahydro-2H-indazole (Compound No. 1). m.p., 85.1° C.

Workup

  1. temperatureAfter cooling
  2. extractionfollowed by extraction with ether
  3. washThe ether layer was washed with water twice
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was crystallized from hexane

Sources & evidence

ORD record
ord-07400385e3bb4211ac3dccb5d866a931
Source dataset
uspto-grants-1987_06
Patent number
US04670043

Reaction notes

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