Tetrahydrofuran → HCID 14579134, compound

HRID 2248358Notes

Reaction equation

HRID 2248358 reaction equation
[CH2:1]1[CH2:5][O:4][CH2:3][CH2:2]1.[O:6]1C=[CH:9][CH:8]=[C:7]1[NH:11][CH2:12][C:13]#[N:14].[CH3:15][N:16]1[CH:20]=C(C(Cl)=O)C=[N:17]1>C(N(CC)CC)C>[C:13]([CH:12]([C:3]1[O:4][CH:5]=[CH:1][CH:2]=1)[NH:11][C:7]([C:8]1[CH:9]=[N:17][N:16]([CH3:20])[CH:15]=1)=[O:6])#[N:14]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 31649311-methyl-1H-pyrazole-4-carbonyl chlorideHCID 19996059HCID 19996059, compound

Product 1

HCID 14579134HCID 14579134, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To a THF solution containing the α-(2-furyl)aminoacetonitrile (2.15 g) and triethylamine (1.75 g) was added 1-methyl-1H-pyrazole-4-carboxylic acid chloride (2.55 g) under cooling with ice, and the whole was stirred for 1 hour as such and then for 16 hours at room temperature. The solid product formed was taken out by filtration, and the solvent was evaporated out, and then the thus-obtained oily product was purified by column chromatography and then washed with isopropyl ether, to give 2.55 g of the intended N-(cyano-2-furanylmethyl)-1-methyl-1H-pyrazole-4-carboxamide crystal.

Workup

  1. temperatureunder cooling with ice
  2. customThe solid product formed
  3. filtrationwas taken out by filtration
  4. customthe solvent was evaporated out
  5. customthe thus-obtained oily product was purified by column chromatography
  6. washwashed with isopropyl ether

Sources & evidence

ORD record
ord-5db9dbf3bf37400492e3d6f96a4f0ff1
Source dataset
uspto-grants-1991_08
Patent number
US05039694

Reaction notes

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