Sulfuric Acid → (1-Benzyl-4-(4-cyclopropylpiperazin-1-yl)piperidin-4-yl)methanamine

HRID 45995ノート

反応式

HRID 45995 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].OS(O)(=O)=O.[CH2:12]([N:19]1[CH2:24][CH2:23][C:22]([N:27]2[CH2:32][CH2:31][N:30]([CH:33]3[CH2:35][CH2:34]3)[CH2:29][CH2:28]2)([C:25]#[N:26])[CH2:21][CH2:20]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C1COCC1>[CH2:12]([N:19]1[CH2:24][CH2:23][C:22]([CH2:25][NH2:26])([N:27]2[CH2:32][CH2:31][N:30]([CH:33]3[CH2:35][CH2:34]3)[CH2:29][CH2:28]2)[CH2:21][CH2:20]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 21226445Aluminium lithium hydrideHCID 579895831-Benzyl-4-(4-cyclopropylpiperazin-1-yl)piperidine-4-carbonitrile

生成物 1

HCID 57989589(1-Benzyl-4-(4-cyclopropylpiperazin-1-yl)piperidin-4-yl)methanamine収率 90%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

To a cooled (0° C.) suspension of LAH (9.24 mmol, 3.0 equiv.) in THF (2 ml/mmol) was added dropwise conc. H2SO4 (4.62 mmol, 1.5 equiv.) in THF (1 ml/mmol) and the resulting suspension was stirred at room temperature for 1.5 h. A solution of 1-benzyl-4-(4-cyclopropylpiperazin-1-yl)piperidine-4-carbonitrile (3.08 mmol, 1.0 equiv.) in THF (2 ml/mmol) was added dropwise to the reaction mixture and it was heated to 50° C. for 12 h. The mixture was quenched with sodium sulfate solution, filtered through celite and washed with ethyl acetate. The organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure to yield the desired product. Yield: 90%

後処理

  1. temperatureTo a cooled
  2. temperaturewas heated to 50° C. for 12 h
  3. customThe mixture was quenched with sodium sulfate solution
  4. filtrationfiltered through celite
  5. washwashed with ethyl acetate
  6. dry with materialThe organic layer was dried over sodium sulfate
  7. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-d48b273bd12f467db5d8d52a808b847e
出典データセット
uspto-grants-2013_09
特許番号
US08541573B2

反応ノート

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