4-Benzyloxy-2(1H)-pyridone → 4-Benzyloxy-1-{2-oxo-2-[3-(2,2,2-trifluoro-acetyl)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl]-ethyl}-1H-pyridin-2-one

HRID 564083ノート

反応式

HRID 564083 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][NH:12][C:11](=[O:15])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC([O-])(C)C.[K+].[I-].C([NH3+])(C)(C)C.Cl[CH2:29][C:30]([C:32]1[CH:48]=[CH:47][C:35]2[CH2:36][CH2:37][N:38]([C:41](=[O:46])[C:42]([F:45])([F:44])[F:43])[CH2:39][CH2:40][C:34]=2[CH:33]=1)=[O:31]>C1COCC1.C(OC)(C)(C)C.O>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][N:12]([CH2:29][C:30](=[O:31])[C:32]2[CH:48]=[CH:47][C:35]3[CH2:36][CH2:37][N:38]([C:41](=[O:46])[C:42]([F:45])([F:43])[F:44])[CH2:39][CH2:40][C:34]=3[CH:33]=2)[C:11](=[O:15])[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

8

反応物 4

HCID 36077244-Benzyloxy-2(1H)-pyridoneHCID 22344722t-Butylammonium IodideHCID 23665647Potassium tert-butoxideHCID 592398392-chloro-1-[3-(trifluoroacetyl)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl]ethanone

生成物 1

HCID 580428744-Benzyloxy-1-{2-oxo-2-[3-(2,2,2-trifluoro-acetyl)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl]-ethyl}-1H-pyridin-2-one

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 15413tert-Butyl methyl ether溶媒

実験手順

To 8.05 g (40.0 mmol) 4-benzyloxy-1H-pyridin-2-one in 50 mL THF is added at 0° C. subsequently 4.94 g (44.0 mmol) potassium tert-butylate, 739 mg (2.00 mmol) tert-butyl ammonium-iodide and 15.3 g (48.0 mmol) 1-[7-(2-chloro-acetyl)-1,2,4,5-tetrahydro-3-benzazepin-3-yl]-2,2,2-trifluoro-ethanone. The reaction mixture is stirred overnight at RT and poured onto 500 mL water. 100 ml tert-butylmethylether is added. The precipitate is collected and dried. The product, which contains 20% 1-[7-(2-chloro-acetyl)-1,2,4,5-tetrahydro-3-benzazepin-3-yl]-2,2,2-trifluoro-ethanone is used without further purification in the next step.

後処理

  1. customThe precipitate is collected
  2. customdried
  3. customis used without further purification in the next step

出典と根拠

ORDレコード
ord-cf4bd56af3f6478480e28e43ea6cc2eb
出典データセット
uspto-grants-2011_11
特許番号
US08067590B2

反応ノート

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