Diethyl Ether → HCID 135537121, compound

HRID 363361Notes

Reaction equation

HRID 363361 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 recrystallized from isopropanol:diethyl ether, washed with water and recrystallized from isopropanol:water to yield the title compound, 0.47 g, m.p. 187°-80° C.

Workup

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

Sources & evidence

ORD record
ord-4f5a7f92a2b84c1b8402292506249c9e
Source dataset
uspto-grants-1999_02
Patent number
US05874440

Reaction notes

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