Dimethylformamide dimethyl acetal → HCID 178439391, compound

HRID 536750Notes

Reaction equation

HRID 536750 reaction equation
[CH:1]([C:4]1[CH:8]=[C:7]([NH2:9])[NH:6][N:5]=1)([CH3:3])[CH3:2].CO[CH:12](OC)[N:13]([CH3:15])[CH3:14]>O1CCOCC1>[CH:1]([C:4]1[CH:8]=[C:7](/[N:9]=[CH:12]/[N:13]([CH3:15])[CH3:14])[NH:6][N:5]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 178439404HCID 178439404, compound

Product 1

HCID 178439391HCID 178439391, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 3-isopropyl-1H-pyrazol-5-amine (1.25 g, 10 mmol) and 1,1-dimethoxy-N,N-dimethylmethanamine (12 g, 100 mmol) in dioxane (30 mL) was heated at reflux for 10 hours. The mixture was concentrated under reduced pressure and the residue was purified by chromatography (CH2Cl2-MeOH 9:1) to afford 1.75 g of title compound. MS (DCI/NH3) m/z 181 (M+H)+.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 10 hours
  3. concentrationThe mixture was concentrated under reduced pressure
  4. customthe residue was purified by chromatography (CH2Cl2-MeOH 9:1)

Sources & evidence

ORD record
ord-21db58c545d84321a814b96bea30e314
Source dataset
uspto-grants-2014_10
Patent number
US08859596B2

Reaction notes

Loading…