Ethyl Acetate → HCID 22388096, compound

HRID 1699952Notes

Reaction equation

HRID 1699952 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:13]=[C:12]2[C:8]([C:9]([CH3:14])=[N:10][NH:11]2)=[CH:7][CH:6]=1)=[O:4].[Cl:15][C:16]1[CH:23]=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:21]=[CH:20][C:17]=1[CH2:18]Br.C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>O.CCCCCC>[Cl:15][C:16]1[CH:23]=[C:22]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:21]=[CH:20][C:17]=1[CH2:18][N:10]1[C:9]([CH3:14])=[C:8]2[C:12]([CH:13]=[C:5]([C:3]([O:2][CH3:1])=[O:4])[CH:6]=[CH:7]2)=[N:11]1

Participants

7

Reactant 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 2193833292059-86-4HCID 178497281HCID 178497281, compound

Product 1

HCID 22388096HCID 22388096, compoundYield 26.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8058HexaneSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 6-(methoxycarbonyl)-3-methyl-1H-indazole (1.90 g), 2-chloro-4-phenylbenzyl bromide (3.37 g), potassium carbonate (2.76 g), ethyl acetate(10 ml) and water (5 ml) was stirred for 14 hr at 70° C. Hexane and water were added, and the precipitated solid was collected by filtration and washed with a mixed solvent of ethyl acetate and hexane (2/3). This was dried under reduced pressure to give the objective compound (1.02 g).

Workup

  1. filtrationthe precipitated solid was collected by filtration
  2. washwashed with a mixed solvent of ethyl acetate and hexane (2/3)
  3. customThis was dried under reduced pressure

Sources & evidence

ORD record
ord-e5c2a5422df2475ebbb52260187c5425
Source dataset
uspto-grants-2002_02
Patent number
US06348474B1

Reaction notes

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