Sodium Iodide → Aripiprazole

HRID 239004

反応式

HRID 239004 の反応式
Br[CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([CH2:11][CH2:12][C:13](=[O:17])[NH:14]2)=[CH:9][CH:8]=1.[I-].[Na+].C(#N)C.[Cl:23][C:24]1[C:29]([Cl:30])=[CH:28][CH:27]=[CH:26][C:25]=1[N:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1>C(Cl)(Cl)Cl.C(N(CC)CC)C>[Cl:23][C:24]1[C:29]([Cl:30])=[CH:28][CH:27]=[CH:26][C:25]=1[N:31]1[CH2:36][CH2:35][N:34]([CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]2[CH:16]=[C:15]3[C:10]([CH2:11][CH2:12][C:13](=[O:17])[NH:14]3)=[CH:9][CH:8]=2)[CH2:33][CH2:32]1

参加物

7

反応物 4

HCID 5238Sodium IodideHCID 6342AcetonitrileHCID 8518331-(2,3-Dichlorophenyl)piperazineHCID 105420647-(4-bromobutoxy)-3,4-dihydro-2(1H)-quinolinone

生成物 1

HCID 60795Aripiprazole収率 80.8%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 8471Triethylamine溶媒

実験手順

A suspension of 47 g of 7-(4-bromobutoxy)-3,4-dihydrocarbostyril, 35 g of sodium iodide with 600 ml of acetonitrile was refluxed for 30 minutes. To this suspension was added 40 g of 1-(2,3-dichlorophenyl)piperazine and 33 ml of triethylamine and the whole mixture was further refluxed for 3 hours. After the solvent was removed by evaporation, the residue thus obtained was dissolved in chloroform, washed with water then dried with anhydrous magnesium sulfate. The solvent was removed by evaporation, and the residue thus obtained was recrystallized from ethanol twice, to yield 57.1 g of 7-{4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy}-3,4-dihydrocarbostyril.

後処理

  1. temperaturewas refluxed for 30 minutes
  2. temperaturethe whole mixture was further refluxed for 3 hours
  3. customAfter the solvent was removed by evaporation
  4. customthe residue thus obtained
  5. washwashed with water
  6. dry with materialthen dried with anhydrous magnesium sulfate
  7. customThe solvent was removed by evaporation
  8. customthe residue thus obtained
  9. customwas recrystallized from ethanol twice

出典と根拠

ORDレコード
ord-a18fbd88147b417a889e11d3c18f357c
出典データセット
uspto-grants-2014_02
特許番号
US08642760B2

関連ノート

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