Methylamine → Tert-butyl 4-[3-(methylamino)propyl]piperidine-1-carboxylate

HRID 2301192노트

반응식

HRID 2301192 반응식
I[CH2:2][CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]1.[CH3:18][NH2:19]>C1COCC1>[CH3:18][NH:19][CH2:2][CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]1

참가 물질

4

반응물 2

HCID 6329MethylamineHCID 9975355Tert-butyl 4-(3-iodopropyl)piperidine-1-carboxylate

생성물 1

HCID 18374734Tert-butyl 4-[3-(methylamino)propyl]piperidine-1-carboxylate수율 83%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 4-(3-iodoprop-1-yl)-1-tert-butoxycarbonyl-piperidine (728 mg, 2.06 mmol,) in 5.0 mL of THF was treated with 5.0 mL of methylamine (70% in water) and the resulting mixture was stirred at rt for 18 h. The mixture was partitioned between diethyl ether (50 mL) and water (50 mL) and the layers were separated. The organic layer was washed with 50 mL of sat'd NaCl, dried and concentrated to afford 457 mg (83%) of the title compound: 1H NMR (500 MHz, CDCl3): δ 1.05-1.68 (19H), 1.47 (s, 9H), 2.45 (s, 3H), 2.56-2.68 (4H), 4.00-4.15 (2H).

후처리

  1. customThe mixture was partitioned between diethyl ether (50 mL) and water (50 mL)
  2. customthe layers were separated
  3. washThe organic layer was washed with 50 mL of sat'd NaCl
  4. customdried
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-454fd118935e44be8dfdb918ebb27eb0
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06498161B1

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