2-Bromoethanol → 1-(2-hydroxyethyl)-1H-pyrazole-4-carbaldehyde

HRID 220482Notes

Reaction equation

HRID 220482 reaction equation
[NH:1]1[CH:5]=[C:4]([CH:6]=[O:7])[CH:3]=[N:2]1.Br[CH2:9][CH2:10][OH:11].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[OH:11][CH2:10][CH2:9][N:1]1[CH:5]=[C:4]([CH:6]=[O:7])[CH:3]=[N:2]1

Participants

5

Reactant 3

HCID 108982-BromoethanolHCID 11430Potassium CarbonateHCID 51306731H-pyrazole-4-carbaldehyde

Product 1

HCID 247026081-(2-hydroxyethyl)-1H-pyrazole-4-carbaldehyde

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
150 °C

Procedure

Combine 1H-pyrazole-4-carbaldehyde (0.110 g, 1.14 mmol), 2-bromoethanol (0.172 g, 1.37 mmol), and potassium carbonate (0.236 g, 1.71 mmol) in acetonitrile (2 mL). Heat in microwave at 150° C. for 20 min. Cool to room temperature and filter, washing with acetonitrile. Concentrate filtrate to give the title preparation (0.155 g, 97%). GC-MS: m/z=140 [M+].

Workup

  1. temperatureCool to room temperature
  2. filtrationfilter
  3. washwashing with acetonitrile
  4. customConcentrate filtrate to give the title
  5. custompreparation (0.155 g, 97%)

Sources & evidence

ORD record
ord-f92d44281f8848be9e83c751e88f91f7
Source dataset
uspto-grants-2012_06
Patent number
US08202873B2

Reaction notes

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