Diethyl Ether → HCID 135537121, compound

HRID 892435Notes

Reaction equation

HRID 892435 reaction equation
Cl[C:2]1[CH:7]=[C:6]([OH:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH2:17][CH3:18])[N:3]=1.[CH2:19]([NH2:21])[CH3:20].C(OCC)C>C(O)C>[CH2:19]([NH:21][C:2]1[N:3]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH2:17][CH3:18])[NH:5][C:6](=[O:8])[CH:7]=1)[CH3:20]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6341EthylamineHCID 178458304HCID 178458304, compound

Product 1

HCID 135537121HCID 135537121, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Chloro-6-hydroxy-2-(2-propoxyphenyl)pyrimidine (0.66 g) and ethylamine in ethanol (33%, 20 ml) was heated at 90° C. in a pressure vessel for 16 hours. The cooled reaction mixture was evaporated under reduced pressure to yield an oil which solidified on trituration with diethyl ether. The residue was recrystallised from isopropanol: diethyl ether, washed with water and recrystallised from isopropanol:water to yield the title compound, 0.47 g, m.p. 187°-8° C.

Workup

  1. customThe cooled reaction mixture
  2. customwas evaporated under reduced pressure
  3. customto yield an oil which
  4. customThe residue was recrystallised from isopropanol
  5. washdiethyl ether, washed with water
  6. customrecrystallised from isopropanol

Sources & evidence

ORD record
ord-f17bc6c8a5b247e5bbd9ece180c9a8b2
Source dataset
uspto-grants-1992_06
Patent number
US05118686

Reaction notes

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