Acetic Anhydride → HCID 71468736, 화합물

HRID 1401087노트

반응식

HRID 1401087 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](/[CH:10]=[CH:11]/[C:12]([N:14]([CH:24]([CH3:26])[CH3:25])[NH:15][C:16](=[O:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:13])=[CH:2]1.C([O-])([O-])=O.[K+].[K+].[C:33](OC(=O)C)(=[O:35])[CH3:34]>CN(C1C=CN=CC=1)C.CN(C=O)C.CCOC(C)=O>[C:33]([N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](/[CH:10]=[CH:11]/[C:12]([N:14]([CH:24]([CH3:26])[CH3:25])[NH:15][C:16](=[O:23])[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[O:13])=[CH:2]1)(=[O:35])[CH3:34]

참가 물질

7

반응물 3

HCID 7918Acetic AnhydrideHCID 11430Potassium CarbonateHCID 71468594HCID 71468594, 화합물

생성물 1

HCID 71468736HCID 71468736, 화합물

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a round bottom flask, (E)-N′-(3-(1H-indol-3-yl)acryloyl)-N′-isopropylbenzohydrazide (27 mg, 0.07 mmol, 1.0 equivalent), K2CO3 (32.2 mg, 0.23 mmol, 3.0 equivalent), DMAP (cat, 0.12 equivalent) were introduced and dissolved in DMF, after which acetic anhydride (0.015 ml, 0.15 mmol, 2.0 equivalent) was introduced. After stirring at room temperature for 24 hr, the reaction mixture was diluted with EtOAc, washed with water and brine, dried with anhydrous MgSO4, filtered, and concentrated under reduced pressure. The residue was separated through silica gel chromatography (n-hexane:EtOAc:methanol=7:3:1) and dried so that solid form of (E)-N-(3-(1-acetyl-1H-indol-3-yl)acryloyl)-N′-isopropylbenzohydrazide was obtained. (2.6 mg, 8.9%).

후처리

  1. washwashed with water and brine
  2. dry with materialdried with anhydrous MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was separated through silica gel chromatography (n-hexane:EtOAc:methanol=7:3:1)
  6. dry with materialdried so that solid form of (E)-N-(3-(1-acetyl-1H-indol-3-yl)acryloyl)-N′-isopropylbenzohydrazide
  7. customwas obtained

출처 및 근거

ORD 기록
ord-53fc99b286884ce7ae35d5ffed4c8a15
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08906952B2

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