HCID 22353305, compound → HCID 22378879, compound

HRID 895498Notes

Reaction equation

HRID 895498 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[N:5]=[C:4]([NH:15][CH2:16][CH2:17][NH:18][C:19](=[O:21])[CH3:20])[CH:3]=1>C(N)CN>[NH2:15][CH2:16][CH2:17][NH:18][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[N:5]=[C:4]([NH:15][CH2:16][CH2:17][NH:18][C:19](=[O:21])[CH3:20])[CH:3]=1

Participants

3

Reactant 1

HCID 22353305HCID 22353305, compound

Product 1

HCID 22378879HCID 22378879, compoundYield 138.8%

Reagents, catalysts & solvents 1

HCID 3301EthylenediamineSolvent

Procedure

N-(2-{[6-Chloro-2-(4-chlorophenyl)pyrimidin-4-yl]amino}ethyl)acetamide (0.90 g) was dissolved in ethylenediamine (20 ml) and heated with stirring to reflux for 18 hrs. After cooling to ambient temperature the solution was evaporated onto silica gel. Purification via flash chromatography on silica gel eluting with increasingly polar solvent systems from ethyl acetate to methanol furnished the title compound (0.67 g).

Workup

  1. temperatureheated
  2. temperatureto reflux for 18 hrs
  3. customwas evaporated onto silica gel
  4. customPurification via flash chromatography on silica gel eluting
  5. temperaturewith increasingly polar solvent systems from ethyl acetate to methanol

Sources & evidence

ORD record
ord-ab211afcda934caba8980bc645b23fd5
Source dataset
uspto-grants-2005_07
Patent number
US06916804B2

Reaction notes

Loading…