Potassium Carbonate → Buspirone

HRID 1649475

反応式

HRID 1649475 の反応式
[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

参加物

5

反応物 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)

生成物 1

HCID 2477Buspirone収率 66.5%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0a28acf637e04c94b8a767ecb5058847
出典データセット
uspto-grants-1983_11
特許番号
US04417049

関連ノート

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