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Ammonium Acetate → 4-Piperidinamine, 1-(5-isoquinolinylsulfonyl)-

HRID 2291945
ノート
印刷プレビュー

反応式

HRID 2291945 の反応式
[CH:1]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([S:11]([N:14]3[CH2:19][CH2:18][C:17](=O)[CH2:16][CH2:15]3)(=[O:13])=[O:12])[C:5]=2[CH:4]=[CH:3][N:2]=1.C([O-])(=O)C.[NH4+].C([BH3-])#[N:27].[Na+]>CO>[CH:1]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([S:11]([N:14]3[CH2:19][CH2:18][CH:17]([NH2:27])[CH2:16][CH2:15]3)(=[O:13])=[O:12])[C:5]=2[CH:4]=[CH:3][N:2]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydrideHCID 14326854HCID 14326854、化合物

生成物 1

HCID 97960614-Piperidinamine, 1-(5-isoquinolinylsulfonyl)-

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
20 °C

実験手順

To 50 ml of methanol were added 2.9 g of the thus obtained 1-(5-isoquinolinesulfonyl)-4-piperidone, 2.31 g of ammonium acetate and 0.63 g of sodium cyanoborohydride, followed by stirring at 20° C. for 24 hours. The methanol was removed under reduced pressure, and 100 ml of chloroform was added to the resultant product. Then, the mixture was washed twice with 50 ml each of water, washed once with 50 ml of a 50% aqueous sodium hydrogencarbonate solution, and dried with anhydrous sodium sulfate. The solvent was removed under reduced pressure to obtain a residue. The residue thus obtained was subjected to purification by silica gel column chromatography (Wacogel C-200, 150 g; solvent: chloroform) to obtain 2.39 g of 1-(5-isoquinolinesulfonyl)-4-aminopiperidine [Compound (51)]. Compound (51) was analyzed to give the following data.

後処理

  1. customThe methanol was removed under reduced pressure, and 100 ml of chloroform
  2. additionwas added to the resultant product
  3. washThen, the mixture was washed twice with 50 ml each of water
  4. washwashed once with 50 ml of a 50% aqueous sodium hydrogencarbonate solution
  5. dry with materialdried with anhydrous sodium sulfate
  6. customThe solvent was removed under reduced pressure
  7. customto obtain a residue
  8. customThe residue thus obtained
  9. customwas subjected to purification by silica gel column chromatography (Wacogel C-200, 150 g; solvent: chloroform)

出典と根拠

ORDレコード
ord-dec27a263f2c4716b9579f239641bba7
出典データセット
uspto-grants-1989_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04798897

反応ノート

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