Ammonium formate → [1-(2-Methoxy-2-methylpropyl)piperidin-4-yl]methylamine

HRID 1743820ノート

反応式

HRID 1743820 の反応式
C([N:8](CC1C=CC=CC=1)[CH2:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]([O:20][CH3:21])([CH3:19])[CH3:18])[CH2:12][CH2:11]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.O.[Pd]>[CH3:21][O:20][C:17]([CH3:19])([CH3:18])[CH2:16][N:13]1[CH2:14][CH2:15][CH:10]([CH2:9][NH2:8])[CH2:11][CH2:12]1

参加物

6

反応物 2

HCID 2723923Ammonium formateHCID 22236488N,N-dibenzyl-N-{[1-(2-methoxy-2-methylpropyl)piperidin-4-yl]methyl}amine

生成物 1

HCID 22236492[1-(2-Methoxy-2-methylpropyl)piperidin-4-yl]methylamine収率 74.2%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

To a solution of N,N-dibenzyl-N-{[1-(2-methoxy-2-methylpropyl)piperidin-4-yl]methyl}amine (EXAMPLE 4, Step 5, 756 mg, 1.85 mmol) and ammonium formate (583 mg, 9.24 mmol) in methanol (40 mL) and water (15 mL) was added 10% palladium on carbon (185 mg) at ambient temperature. The mixture was heated at 80° C. for 6 h. After cooling, the mixture was filtered through a pad of Celite and the filtrate was concentrated in vacuo. The obtained residue was partitioned between dichlorometane and aqueous ammonia. After extraction with dichloromethane, the combined organic extract was dried over magnesium sulfate and concentrated to give 275 mg (66%) of the title compound as a pale yellow oil.

後処理

  1. temperatureAfter cooling
  2. filtrationthe mixture was filtered through a pad of Celite
  3. concentrationthe filtrate was concentrated in vacuo
  4. customThe obtained residue was partitioned between dichlorometane and aqueous ammonia
  5. extractionAfter extraction with dichloromethane
  6. extractionthe combined organic extract
  7. dry with materialwas dried over magnesium sulfate
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-7f2533ce49ac4c73a8a1485aeceb8595
出典データセット
uspto-grants-2006_03
特許番号
US07012080B2

反応ノート

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