[(S)-3-(4-Fluoro-benzyl)piperidin-1-yl]-[(3S,4R)-3-((R)-1-phenyl-ethylamino)-tetrahydro-pyran-4-yl]-methanone → HCID 69748357、化合物

HRID 1169240ノート

反応式

HRID 1169240 の反応式
[F:1][C:2]1[CH:31]=[CH:30][C:5]([CH2:6][C@@H:7]2[CH2:12][CH2:11][CH2:10][N:9]([C:13]([C@@H:15]3[CH2:20][CH2:19][O:18][CH2:17][C@H:16]3[NH:21][C@@H](C3C=CC=CC=3)C)=[O:14])[CH2:8]2)=[CH:4][CH:3]=1>[OH-].[Pd+2].[OH-].C(O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][C@@H:7]2[CH2:12][CH2:11][CH2:10][N:9]([C:13]([C@@H:15]3[CH2:20][CH2:19][O:18][CH2:17][C@H:16]3[NH2:21])=[O:14])[CH2:8]2)=[CH:30][CH:31]=1

参加物

4

反応物 1

HCID 69748122[(S)-3-(4-Fluoro-benzyl)piperidin-1-yl]-[(3S,4R)-3-((R)-1-phenyl-ethylamino)-tetrahydro-pyran-4-yl]-methanone

生成物 1

HCID 69748357HCID 69748357、化合物収率 96.4%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 702Ethanol溶媒

実験手順

[(S)-3-(4-Fluoro-benzyl)-piperidin-1-yl]-[(3S,4R)-3-((R)-1-phenyl-ethylamino)-tetrahydro-pyran-4-yl]-methanone (1.10 g, 2.6 mmol), palladium hydroxide (20 weight % on carbon, dry basis; 440 mg) and ethanol (40 mL) were combined in a pressure bottle and shaken under a hydrogen atmosphere (55-60 psig) for 20 h . The mixture was filtered through Celite, and the solids were washed thoroughly with ethanol. The filtrate was concentrated to give the product as a glassy foam (803 mg, 96%), used without further purification. 1H NMR (300 mHz, CD3OD) δ7.22 (m, 2H), 7.04 (m, 2H), 4.50 and 4.30 (2m, 1H), 4.1-3.6 (3H), 3.5-3.4 (2H), 3.3-2.9 (2H), 2.8-2.4 (4H), 2.0-1.2 (7H), ESI MS: (M+H)+=321.2.

後処理

  1. filtrationThe mixture was filtered through Celite
  2. washthe solids were washed thoroughly with ethanol
  3. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-c0126cf41bfd4c72b024cdc58bac89a3
出典データセット
uspto-grants-2003_09
特許番号
US06627629B2

反応ノート

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