Triethylamine → HCID 22353305, compound

HRID 895489Notes

Reaction equation

HRID 895489 reaction equation
[C:1]([NH:4][CH2:5][CH2:6][NH2:7])(=[O:3])[CH3:2].[Cl:8][C:9]1[CH:14]=[C:13](Cl)[N:12]=[C:11]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)[N:10]=1.C(N(CC)CC)C>C(O)C>[Cl:8][C:9]1[N:10]=[C:11]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)[N:12]=[C:13]([NH:7][CH2:6][CH2:5][NH:4][C:1](=[O:3])[CH3:2])[CH:14]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 66082N-(2-aminoethyl)acetamideHCID 22353517HCID 22353517, compound

Product 1

HCID 22353305HCID 22353305, compoundYield 41.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
85 °C

Procedure

N-Acetylethylenediamine (1.02 g) was dissolved in ethanol (250 ml) and 4,6-dichloro-2-(4-chlorophenyl)pyrimidine (2.5 g) then triethylamine (1.35 ml) added. The mixture was heated to 85° C. with stirring for 48 hrs. The solvent was then removed in vacuo and purified by column chromatography on silica gel eluting first with ethyl acetate then a mixture of ethyl acetate and methanol (9:1 v/v) to furnish the title compound (1.29 g).

Workup

  1. customThe solvent was then removed in vacuo
  2. custompurified by column chromatography on silica gel eluting first with ethyl acetate
  3. additiona mixture of ethyl acetate and methanol (9:1 v/v)

Sources & evidence

ORD record
ord-3a00d2ec940e4f56932ffb9fdd7c45ab
Source dataset
uspto-grants-2005_07
Patent number
US06916804B2

Reaction notes

Loading…