Potassium Carbonate → Buspirone

HRID 1649475

반응식

HRID 1649475 반응식
[CH2:1]1[CH2:5][C:4]2([CH2:12][C:10](=[O:11])[NH:9][C:7](=[O:8])[CH2:6]2)[CH2:3][CH2:2]1.[Br-].[N:14]1[CH:19]=[CH:18][CH:17]=[N:16][C:15]=1[N:20]1[CH2:29][CH2:28][N+:23]2([CH2:27][CH2:26][CH2:25][CH2:24]2)[CH2:22][CH2:21]1.C(=O)([O-])[O-].[K+].[K+]>C(O)CCC>[N:14]1[CH:19]=[CH:18][CH:17]=[N:16][C:15]=1[N:20]1[CH2:29][CH2:28][N:23]([CH2:24][CH2:25][CH2:26][CH2:27][N:9]2[C:7](=[O:8])[CH2:6][C:4]3([CH2:5][CH2:1][CH2:2][CH2:3]3)[CH2:12][C:10]2=[O:11])[CH2:22][CH2:21]1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 1368438-Azaspiro(4.5)decane-7,9-dioneHCID 6575058-Aza-5-azoniaspiro(4.5)decane, 8-(2-pyrimidinyl)-, bromide (1:1)

생성물 1

HCID 2477Buspirone수율 66.5%

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

A mixture of 3,3-tetramethyleneglutarimide (7.5 g., 0.045 mole), 8-(2-pyrimidinyl)-8-aza-5-azoniaspiro[4.5]decane bromide (15.4 g., 0.045 mole), potassium carbonate (6.2 g., 0.045 mole) in 250 ml. of n-butanol is refluxed for a 21 hour period, filtered and evaporated to dryness. Residual material is warmed 45 minutes with acetic anhydride and evaporated to dryness. Water is added to the residue and the mixture basified with aqueous sodium hydroxide. Insolubles are collected and washed with water to provide 11.5 g. (66.5% yield) of 8-[4-[4-(2-pyrimidinyl)-1-piperazinyl]-butyl]-8-azaspiro[4.5]decane-7,9-dione as the free base, m.p. 90°-98° C.

후처리

  1. filtrationfiltered
  2. customevaporated to dryness
  3. temperatureResidual material is warmed 45 minutes with acetic anhydride
  4. customevaporated to dryness
  5. additionWater is added to the residue
  6. customInsolubles are collected
  7. washwashed with water
  8. customto provide 11.5 g

출처 및 근거

ORD 기록
ord-0a28acf637e04c94b8a767ecb5058847
출처 데이터셋
uspto-grants-1983_11
특허 번호
US04417049

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