Water → HCID 66769079、化合物

HRID 606452ノート

反応式

HRID 606452 の反応式
[C:1]1([C:7]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:8]2[CH:12]=[N:11][C:10]([S:13][CH2:14][CH2:15][O:16][C:17]3[CH:22]=[C:21]([C:23]#[N:24])[CH:20]=[CH:19][N:18]=3)=[N:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C1COCC1>[C:31]1([C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[N:8]2[CH:12]=[N:11][C:10]([S:13][CH2:14][CH2:15][O:16][C:17]3[CH:22]=[C:21]([CH2:23][NH2:24])[CH:20]=[CH:19][N:18]=3)=[N:9]2)[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

参加物

6

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 66768878HCID 66768878、化合物

生成物 1

HCID 66769079HCID 66769079、化合物収率 41%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 2-[(2-{[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]thio}ethyl)oxy]pyridine-4-carbonitrile obtained in Reference Example 19 (5.00 g, 10.2 mmol) in THF (40 mL) was added to a suspension of lithium aluminum hydride (0.775 g, 20.4 mmol) in THF (60 mL) at 0° C., and the mixture was stirred at room temperature for 7 hr. The mixture was cooled to 0° C., water and 1N aqueous sodium hydroxide solution were added, and the insoluble material was filtered off. The filtrate was dried over sodium sulfate, and concentrated. The obtained oil was purified by silica gel column chromatography (0-20% methanol/ethyl acetate) to give the title compound as a yellow oil (2.06 g, 41%).

後処理

  1. temperatureThe mixture was cooled to 0° C.
  2. filtrationthe insoluble material was filtered off
  3. dry with materialThe filtrate was dried over sodium sulfate
  4. concentrationconcentrated
  5. customThe obtained oil was purified by silica gel column chromatography (0-20% methanol/ethyl acetate)

出典と根拠

ORDレコード
ord-e2af71962ed549dbb7c6cd6ae5ac0f6f
出典データセット
uspto-grants-2011_03
特許番号
US07915267B2

反応ノート

読み込み中…