Sodium Azide → HCID 178442109、化合物

HRID 1632588ノート

反応式

HRID 1632588 の反応式
[N-:1]=[N+:2]=[N-:3].[Na+].C([O:8][C:9]1[CH:18]=[C:17]([O:19][CH:20]([CH2:22][CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH3:21])[CH:16]=[C:15]2[C:10]=1[CH:11]([CH2:35][CH2:36][C:37]#[N:38])[CH2:12][CH:13]1[CH2:34][CH2:33][CH2:32][CH2:31][N:14]12)(=O)C.Cl.CN1CCCCC1>CN1CCCCC1.C(O)C>[OH:8][C:9]1[CH:18]=[C:17]([O:19][CH:20]([CH2:22][CH2:23][CH2:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH3:21])[CH:16]=[C:15]2[C:10]=1[CH:11]([CH2:35][CH2:36][C:37]1[NH:38][N:3]=[N:2][N:1]=1)[CH2:12][CH:13]1[CH2:34][CH2:33][CH2:32][CH2:31][N:14]12

参加物

6

反応物 3

HCID 33557Sodium AzideHCID 205378Piperidine, 1-methyl-, hydrochloride (1:1)2 回HCID 20443048HCID 20443048、化合物

生成物 1

HCID 178442109HCID 178442109、化合物

試薬・触媒・溶媒 2

HCID 12291N-Methylpiperidine触媒HCID 702Ethanol溶媒

実験手順

Finely ground sodium azide (325 mg., 5 mmole) is added to a solution of 7-acetoxy-6-(2-cyanoethyl)-9-(5-phenyl-2-pentyloxy)-2,3,4,4a,5,6-hexahydro-1H-pyrido-[1,2-a]quinoline (506 mg., 1 mmole) in 5 ml. of ethanol-free chloroform containing 271 mg. (2 mmole) N-methyl-piperidine hydrochloride and 5 drops of N-methylpiperidine. The mixture is heated at reflux for one hour, another 2 mmole of N-methylpiperidine hydrochloride is added, refluxing continued for another hour and allowed to stand overnight at room temperature. The mixture is partitioned between chloroform and aqueous sodium carbonate solution. The aqueous layer is adjusted to pH 5, extracted again with chloroform and the combined organic layers washed with water and the chloroform is dried (MgSO4) Evaporation of solvent under reduced pressure affords the title compound.

後処理

  1. temperatureThe mixture is heated
  2. temperatureat reflux for one hour
  3. temperaturerefluxing
  4. waitcontinued for another hour
  5. customThe mixture is partitioned between chloroform and aqueous sodium carbonate solution
  6. extractionextracted again with chloroform
  7. washthe combined organic layers washed with water
  8. dry with materialthe chloroform is dried
  9. custom(MgSO4) Evaporation of solvent under reduced pressure

出典と根拠

ORDレコード
ord-7ecb5768f8014ef78153b7545a2ef944
出典データセット
uspto-grants-1984_10
特許番号
US04476131

反応ノート

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