1,4-Dioxa-8-azaspiro(4.5)decane → HCID 19428519, compound

HRID 1078964Notes

Reaction equation

HRID 1078964 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][NH:8][CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[CH2:11]1[CH2:28][O:27][C:13]2([CH2:18][CH2:17][N:16]([C:19]3[N:24]=[C:23]([Cl:25])[CH:22]=[C:21](Cl)[N:20]=3)[CH2:15][CH2:14]2)[O:12]1>C(O)CCC>[CH2:28]1[CH2:11][O:12][C:13]2([CH2:14][CH2:15][N:16]([C:19]3[N:20]=[C:21]([N:8]4[CH2:9][CH2:10][C:5]5([O:4][CH2:3][CH2:2][O:1]5)[CH2:6][CH2:7]4)[CH:22]=[C:23]([Cl:25])[N:24]=3)[CH2:17][CH2:18]2)[O:27]1

Participants

4

Reactant 2

HCID 674351,4-Dioxa-8-azaspiro(4.5)decaneHCID 19428547HCID 19428547, compound

Product 1

HCID 19428519HCID 19428519, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

After adding 2.6 ml (17.23 mmoles) of 1,4-dioxa-8-azaspiro[4,5]decane to the solution of 2.0 g (6.89 mmoles) of 2-(4,4-ethylenedioxy-1-piperidinyl)-4,6-dichloropyrimidine in 40 ml of n-butanol, the reaction mixture is boiled under reflux for 4 hours, then evaporated. The evaporation residue is distributed between 50 ml of chloroform and 5 ml of 10% sodium hydroxide solution. After separation the organic phase is washed 4 times with 10 ml of water each, then dried and evaporated. After recrystallizing the obtained product from hexane the title compound is obtained in a yield of 2.51 g (91%), m.p.: 130°-131° C.

Workup

  1. temperatureunder reflux for 4 hours
  2. customevaporated
  3. customAfter separation the organic phase
  4. washis washed 4 times with 10 ml of water each,
  5. customthen dried
  6. customevaporated
  7. customAfter recrystallizing the obtained product from hexane the title compound
  8. customis obtained in a yield of 2.51 g (91%), m.p.: 130°-131° C.

Sources & evidence

ORD record
ord-79e9b0ee282d41258e3dbf119d2eca8d
Source dataset
uspto-grants-1996_08
Patent number
US05550240

Reaction notes

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