Dimethylformamide dimethyl acetal → HCID 178484244, compound

HRID 717248

Reaction equation

HRID 717248 reaction equation
[C:1]([C:5]1[CH:9]=[C:8]([NH2:10])[NH:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].CO[CH:13](OC)[N:14]([CH3:16])[CH3:15]>>[C:1]([C:5]1[CH:9]=[C:8](/[N:10]=[CH:13]/[N:14]([CH3:16])[CH3:15])[NH:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 178441179HCID 178441179, compound

Product 1

HCID 178484244HCID 178484244, compoundYield 99%

Procedure

A mixture of 3-tert-butyl-1H-pyrazol-5-amine (5 g, 36 mmol, Alfa-aesar) and N,N-dimethylformamide dimethylacetal (153 mL, 1078 mmol, Aldrich) was refluxed overnight. The reaction mixture was then cooled, concentrated under reduced pressure and the residue was purified by column chromatography using an Analogix® Intelliflash280™ (SiO2, 0-5% methanol in dichloromethane) to provide 6.9 g (99%) of the title compound. MS (ESI+) m/z 195 (M+H)+.

Workup

  1. temperaturewas refluxed overnight
  2. temperatureThe reaction mixture was then cooled
  3. concentrationconcentrated under reduced pressure
  4. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-c0b873635e024ef7ac056cf6682c5210
Source dataset
uspto-grants-2015_11
Patent number
US09193713B2

Linked notes

Loading…