Acetone → HCID 19374858, compound

HRID 128691Notes

Reaction equation

HRID 128691 reaction equation
[S-:1][C:2]#[N:3].[K+].CC(C)=O.[C:9](Cl)(=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11].[CH:16]1([CH2:19][NH:20][CH:21]([C:23]2[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=2)[CH3:22])[CH2:18][CH2:17]1>>[C:9]([NH:3][C:2](=[S:1])[N:20]([CH2:19][CH:16]1[CH2:18][CH2:17]1)[CH:21]([C:23]1[CH:24]=[CH:25][N:26]=[CH:27][CH:28]=1)[CH3:22])(=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11]

Participants

5

Reactant 4

HCID 180AcetoneHCID 62493Pivaloyl chlorideHCID 516872Potassium thiocyanateHCID 19374874HCID 19374874, compound2×

Product 1

HCID 19374858HCID 19374858, compound

Conditions

Temperature
0 °C

Procedure

Dissolve under argon 2.9 g of potassium thiocyanate in 30 mol of acetone in a 100-ml three-necked flask. Cool to 0° C. and add 3.4 ml of pivaloyl chloride dropwise. Stir at 0° C. for 5 hours and then add 4.8 g of N-(cyclopropylmethyl)-1-(4-pyridyl)ethylamine (Compound 61). Stir at room temperature overnight. Evaporate to dryness. The residue is taken up in water and extracted into methylene chloride. Dry over anhydrous sodium sulphate and evaporate to dryness. The powder obtained is washed with hexane and filtered off.

Workup

  1. stirringStir at room temperature overnight
  2. customEvaporate to dryness
  3. extractionextracted into methylene chloride
  4. dry with materialDry over anhydrous sodium sulphate
  5. customevaporate to dryness
  6. customThe powder obtained
  7. washis washed with hexane
  8. filtrationfiltered off

Sources & evidence

ORD record
ord-baa9f8d52bb444d293cf9618146d5ed3
Source dataset
uspto-grants-1995_11
Patent number
US05464847

Reaction notes

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