Ethyl Acetate → 1035235-09-6

HRID 1712935Notes

Reaction equation

HRID 1712935 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1(C(OC)=O)[NH:12][NH:11][CH:10]=[CH:9]1.[Cu]([C:20]#[N:21])C#N.C[CH2:23][O:24][C:25](C)=[O:26]>CN1C(=O)CCC1>[C:20]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[C:10]([C:25]([O:24][CH3:23])=[O:26])[NH:11][N:12]=1)#[N:21]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 68703584HCID 68703584, compoundHCID 178418260HCID 178418260, compound

Product 1

HCID 687047051035235-09-6Yield 98%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A mixture of methyl 5-(2-bromophenyl)-1H-pyrazole-5-carboxylate (0.225 g, 0.000800 mol) and copper cyanide (0.093 g, 0.0010 mol) in NMP (10 mL) was subjected to MWI at 170° C. for 20 min. The reaction mixture was diluted with EtOAc and filtered. The filtrate was evaporated to give methyl 3-(2-cyanophenyl)-1H-pyrazole-5-carboxylate (0.178 g, 98%) which was used without purification. LCMS: (AA) ES+ 228.1, ES-226.2.

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-e739f50c30014f998af7cb4b25fc94da
Source dataset
uspto-grants-2010_09
Patent number
US07795249B2

Reaction notes

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