Water → HCID 66769079, 화합물

HRID 606452노트

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HRID 606452 반응식
[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

참가 물질

6

반응물 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 66768878HCID 66768878, 화합물

생성물 1

HCID 66769079HCID 66769079, 화합물수율 41%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-e2af71962ed549dbb7c6cd6ae5ac0f6f
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915267B2

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