HCID 22379071, compound → HCID 22353380, compound

HRID 895494Notes

Reaction equation

HRID 895494 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([NH:14][CH2:15][CH2:16][NH:17][C:18](=[O:20])[CH3:19])[C:3]=1[CH3:21]>C(N)CN>[NH2:14][CH2:15][CH2:16][NH:17][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([NH:14][CH2:15][CH2:16][NH:17][C:18](=[O:20])[CH3:19])[C:3]=1[CH3:21]

Participants

3

Reactant 1

HCID 22379071HCID 22379071, compound

Product 1

HCID 22353380HCID 22353380, compoundYield 169.8%

Reagents, catalysts & solvents 1

HCID 3301EthylenediamineSolvent

Procedure

N-{2-[(6-Chloro-5-methyl-2-phenylpyrimidin-4-yl)amino]ethyl}acetamide (2.0 g) was dissolved in ethylenediamine (40 ml) and heated with stirring to reflux for 21 hrs. After cooling to ambient temperature the solution was evaporated onto silica gel (50 g). Purification via flash chromatography on silica gel eluting with a mixture of ethyl acetate, methanol and ammonium hydroxide (80:20:5 v/v/v) furnished the title compound (1.83 g).

Workup

  1. temperatureheated
  2. temperatureto reflux for 21 hrs
  3. customwas evaporated onto silica gel (50 g)
  4. customPurification via flash chromatography on silica gel eluting
  5. additionwith a mixture of ethyl acetate, methanol and ammonium hydroxide (80:20:5 v/v/v)

Sources & evidence

ORD record
ord-9c206d2635634f8291d4ffa5c17687e5
Source dataset
uspto-grants-2005_07
Patent number
US06916804B2

Reaction notes

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