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

HRID 2301192ノート

反応式

HRID 2301192 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-454fd118935e44be8dfdb918ebb27eb0
出典データセット
uspto-grants-2002_12
特許番号
US06498161B1

反応ノート

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