Ammonium Chloride → (4-Benzyloxy-benzyl)-quinolin-6-yl-amine

HRID 2080260ノート

反応式

HRID 2080260 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([O:14][C:15]1[CH:33]=[CH:32][C:18]([C:19]([NH:21][C:22]2[CH:23]=[C:24]3[C:29](=[CH:30][CH:31]=2)[N:28]=[CH:27][CH:26]=[CH:25]3)=O)=[CH:17][CH:16]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.N1C=CC=CC=1OCC1C=CC(CNC(C2C(N)=NC(N)=CN=2)=O)=CC=1.[Cl-].[NH4+]>O1CCCC1>[CH2:7]([O:14][C:15]1[CH:16]=[CH:17][C:18]([CH2:19][NH:21][C:22]2[CH:23]=[C:24]3[C:29](=[CH:30][CH:31]=2)[N:28]=[CH:27][CH:26]=[CH:25]3)=[CH:32][CH:33]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

参加物

6

反応物 4

HCID 25517Ammonium ChlorideHCID 21226445Aluminium lithium hydrideHCID 23130518HCID 23130518、化合物HCID 58875320HCID 58875320、化合物

生成物 1

HCID 58875328(4-Benzyloxy-benzyl)-quinolin-6-yl-amine収率 70%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of lithium aluminum hydride (58 mg, 1.54 mmol) in tetrahydrofuran (10 mL) was added a solution of 4-benzyloxy-N-quinolin-6-yl-benzamide described in Preparation Example Z+-3 (218 mg, 0.615 mmol) in tetrahydrofuran (1 mL), and the solution was stirred under reflux for 7 hours. The reaction solution was allowed to room temperature, an aqueous solution of saturated ammonium chloride was added, the solution was extracted with ethyl acetate and dried over anhydrous magnesium sulfate. The solvent was evaporated, the residue was purified by NH silica gel column chromatography (hexane: ethyl acetate), and the title compound (147 mg, 70%) was obtained as a yellow solid.

後処理

  1. temperatureunder reflux for 7 hours
  2. customwas allowed to room temperature
  3. extractionthe solution was extracted with ethyl acetate
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated
  6. customthe residue was purified by NH silica gel column chromatography (hexane: ethyl acetate)

出典と根拠

ORDレコード
ord-d85b9663ac114467940b276b0cbad6e6
出典データセット
uspto-grants-2011_04
特許番号
US07932272B2

反応ノート

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