Morpholine → 2,2-dimethyl-7-morpholin-4-yl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-5-one

HRID 72375

Reaction equation

HRID 72375 reaction equation
Cl[C:2]1[N:3]=[C:4]2[NH:11][C:10]([CH3:13])([CH3:12])[CH2:9][N:5]2[C:6](=[O:8])[CH:7]=1.[NH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1>>[CH3:12][C:10]1([CH3:13])[CH2:9][N:5]2[C:6](=[O:8])[CH:7]=[C:2]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)[N:3]=[C:4]2[NH:11]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 1363591007-chloro-2,2-dimethyl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)-one

Product 1

HCID 1363591042,2-dimethyl-7-morpholin-4-yl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-5-one

Conditions

Temperature
120 °C

Procedure

A mixture of 1 g of 7-chloro-2,2-dimethyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-5-one and 10 ml of morpholine is heated at 120° C. for 1 hour. After cooling, the reaction mixture is concentrated under reduced pressure. The residue obtained is purified by silica chromatography (eluent: CH2Cl2/MeOH 97/03) so as to give 650 mg of 2,2-dimethyl-7-morpholin-4-yl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-5-one, the characteristics of which are the following:

Workup

  1. temperatureAfter cooling
  2. concentrationthe reaction mixture is concentrated under reduced pressure
  3. customThe residue obtained
  4. customis purified by silica chromatography (eluent: CH2Cl2/MeOH 97/03) so as

Sources & evidence

ORD record
ord-b4f505827cb84170a76c6931c6ca3635
Source dataset
uspto-grants-2014_09
Patent number
US08828997B2

Linked notes

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