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

HRID 1743820노트

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HRID 1743820 반응식
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

참가 물질

6

반응물 2

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

생성물 1

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

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 962Water용매

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온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7f2533ce49ac4c73a8a1485aeceb8595
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07012080B2

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