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

HRID 1078297Notes

Reaction equation

HRID 1078297 reaction equation
[CH2:1]1[CH2:18][O:17][C:3]2([CH2:8][CH2:7][N:6]([C:9]3[N:14]=[C:13](Cl)[CH:12]=[C:11]([Cl:16])[N:10]=3)[CH2:5][CH2:4]2)[O:2]1.[O:19]1[C:23]2([CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)[O:22][CH2:21][CH2:20]1>C(O)CCC>[CH2:18]1[CH2:1][O:2][C:3]2([CH2:4][CH2:5][N:6]([C:9]3[N:10]=[C:11]([Cl:16])[CH:12]=[C:13]([N:26]4[CH2:27][CH2:28][C:23]5([O:22][CH2:21][CH2:20][O:19]5)[CH2:24][CH2:25]4)[N:14]=3)[CH2:7][CH2:8]2)[O:17]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 dissolving 2.0 g (6.89 mmoles) of 2-(4,4-ethylenedioxy-1-piperidinyl)-4,6-dichloropyrimidine in 40 ml of n-butanol and adding 2.6 ml (17.23 mmoles) of 1,4-dioxa-8-azaspiro[4,5]decane, the reaction mixture is boiled under reflux for 4 hours, then evaporated. The 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, dried and evaporated. After recrystallization from hexane the title compound is obtained in a yield of 2.51 g (91.8%)d, 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. customdried
  6. customevaporated
  7. customAfter recrystallization from hexane the title compound
  8. customis obtained in a yield of 2.51 g (91.8%)d, m.p.:130°-131° C.

Sources & evidence

ORD record
ord-36da90f55f0347d5bccacab1fdffb717
Source dataset
uspto-grants-1996_08
Patent number
US05547949

Reaction notes

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