Water → HCID 131714980, compound

HRID 1731984Notes

Reaction equation

HRID 1731984 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+].Br[CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29].O>CN(C)C=O>[Cl:18][C:14]1[C:15]([O:17][CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])=[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 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 1850782-Chloro-5-(3-chloro-4,5,6,7-tetrahydroindazol-2-yl)-4-fluorophenol

Product 1

HCID 131714980HCID 131714980, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

Into a solution of 3-chloro-2-(4-chloro-2-fluoro-5-hydroxyphenyl)-4,5,6,7-tetrahydro-2H-indazole (30 mg) in dimethylformamide (1 ml), there were added potassium carbonate (10 mg) and ethyl bromoacetate (20 mg), and the mixture was stirred at 80° 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 purified by thin layer chromatography to give 1.8 mg of 3-chloro-2-(4-chloro-2-fluoro-5-ethoxycarbonylmethoxyphenyl-4,5,6,7-tetrahydro-2H-indazole (Compound No. 1) as a glassy substance.

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 purified by thin layer chromatography

Sources & evidence

ORD record
ord-5cd4404395df4fb1bb8744a86b4ab362
Source dataset
uspto-grants-1986_11
Patent number
US04624699

Reaction notes

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