Ethyl Acetate → HCID 59312979, compound

HRID 2171477Notes

Reaction equation

HRID 2171477 reaction equation
Cl[C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[CH:5]=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[Cl:18])[N:3]=1.[C:19]([NH:26][CH2:27][CH2:28][NH2:29])([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20].C(N(C(C)C)CC)(C)C.C(OCC)(=O)C>CS(C)=O.O>[Cl:18][C:12]1[CH:13]=[C:14]([Cl:17])[CH:15]=[CH:16][C:11]=1[C:4]1[N:3]=[C:2]([NH:29][CH2:28][CH2:27][NH:26][C:19](=[O:20])[O:21][C:22]([CH3:24])([CH3:23])[CH3:25])[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[CH:5]=1

Participants

7

Reactant 4

HCID 8857Ethyl AcetateHCID 81531DiisopropylethylamineHCID 187201N-BOC-ethylenediamineHCID 59312932HCID 59312932, compound

Product 1

HCID 59312979HCID 59312979, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

3.0 g (10.05 mmol) of 5-chloro-7-(2,4-dichlorophenyl)imidazo[1,2-c]pyrimidine, 2.41 g (15.07 mmol) of N-Boc-ethylenediamine and 3.89 g (30.15 mmol) of diisopropylethylamine are dissolved in 50 ml of DMSO and heated at 120° C. for 16 h. Ethyl acetate and water are added, and the removed organic phase is washed twice more with water. The organic phase is dried with magnesium sulphate. Removal of the solvent results in 4.49 g (99% of theory) of product.

Workup

  1. washthe removed organic phase is washed twice more with water
  2. dry with materialThe organic phase is dried with magnesium sulphate
  3. customRemoval of the solvent
  4. customresults in 4.49 g (99% of theory) of product

Sources & evidence

ORD record
ord-41aff043be4f40a58c41423154cdd8e8
Source dataset
uspto-grants-2015_06
Patent number
US09051323B2

Reaction notes

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