Acetonitrile → HCID 178433102, compound

HRID 245337Notes

Reaction equation

HRID 245337 reaction equation
[CH3:1][C:2]1[N:16]=[C:15]([N:17]2[CH:21]=[N:20][CH:19]=[N:18]2)[CH:14]=[CH:13][C:3]=1[C:4]([O:6]C1N(C)N=CC=1)=O.C([N:24]([CH2:27][CH3:28])[CH2:25]C)C.CC(C)([OH:33])C#N.[C:35](#[N:37])C>>[OH:33][C:27]1[N:24]([CH3:25])[N:37]=[CH:35][C:28]=1[C:4]([C:3]1[C:2]([CH3:1])=[N:16][C:15]([N:17]2[CH:21]=[N:20][CH:19]=[N:18]2)=[CH:14][CH:13]=1)=[O:6]

Participants

5

Reactant 4

HCID 6342AcetonitrileHCID 6406Acetone CyanohydrinHCID 8471TriethylamineHCID 58453093HCID 58453093, compound

Product 1

HCID 178433102HCID 178433102, compoundYield 93%

Procedure

To acetonitrile (5 ml) solution of 1-methyl-1H-pyrazole-5-yl 2-methyl-6-(1H-1,2,4-triazol-1-yl)nicotinate (0.19 g, 0.65 mmol) and triethylamine (0.13 g, 1.29 mmol) , a catalytic amount of acetone cyanohydrin was added. The obtained solution was stirred at room temperature around the clock. Volatile materials were evaporated under reduced pressure from the obtained reaction solution, and the obtained residue was made acidic with citric acid aqueous solution, and was extracted with ethyl acetate. After washing the obtained organic layer with water, the organic layer was dried with magnesium sulfate and concentrated to obtain the desired product (0.18 g, yield 93%).

Workup

  1. customVolatile materials were evaporated under reduced pressure from the obtained reaction solution
  2. extractionwas extracted with ethyl acetate
  3. washAfter washing the obtained organic layer with water
  4. dry with materialthe organic layer was dried with magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-cf6f2f04372548878a0f820d5df82279
Source dataset
uspto-grants-2014_02
Patent number
US08658798B2

Reaction notes

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