Ethyl bromoacetate → HCID 178472961, compound

HRID 1507020Notes

Reaction equation

HRID 1507020 reaction equation
[NH:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[OH:12])=[N:2]1.C([O-])([O-])=O.[K+].[K+].Br[CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22]>CC#N.O>[NH:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[O:12][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[N:2]1

Participants

6

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 178515936HCID 178515936, compound

Product 1

HCID 178472961HCID 178472961, compoundYield 21%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To a solution of 2-(1H-pyrazol-3-yl) phenol (400 mg, 2.5 mmol) and K2CO3 (518 mg, 3.75 mmol) in CH3CN (10 mL) was added ethyl 2-bromoacetate (418 g, 2.5 mmol). The mixture was stirred at room temperature for 2 h, diluted with water, extracted with ethyl acetate and concentrated. The crude material was purified by column chromatography. (129 mg, yield 21%) MS (ESI+) e/z: 247.2 [M+1]+.

Workup

  1. extractionextracted with ethyl acetate
  2. concentrationconcentrated
  3. customThe crude material was purified by column chromatography

Sources & evidence

ORD record
ord-724bc99a721e4a4dad4dd93933c94839
Source dataset
uspto-grants-2015_12
Patent number
US09221794B2

Reaction notes

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