Water → 2,3-dihydro-6-methoxy-2-(3-pyridylmethyl)-1H-isoindole-1-one

HRID 1609597

반응식

HRID 1609597 반응식
[H-].[Na+].C(O[CH2:7][C:8]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:9]=1[C:10]([NH:12][CH2:13][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)=[O:11])(=O)C.O.C1(C)C=CC=CC=1>CN(C)C=O>[CH3:25][O:24][C:21]1[CH:20]=[C:9]2[C:8]([CH2:7][N:12]([CH2:13][C:14]3[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=3)[C:10]2=[O:11])=[CH:23][CH:22]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 1140TolueneHCID 24758Sodium hydrideHCID 200820032-acetoxymethyl-5-methoxy-N-(3-pyridylmethyl)benzamide

생성물 1

HCID 200820092,3-dihydro-6-methoxy-2-(3-pyridylmethyl)-1H-isoindole-1-one수율 58.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

To a suspension of 136 mg of sodium hydride (about 60%) in 7 ml of dimethylformamide chilled at 0° C. was added 820 mg of 2-acetoxymethyl-5-methoxy-N-(3-pyridylmethyl) benzamide and the resultant mixture was stirred at room temperature for 2 hours. The reaction mixture was mixed with water and shaken with toluene. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated in vacuo. The resultant residue was chromatographed on a column of silica gel, eluting with ethyl acetate to give 386 mg of the titled compound.

후처리

  1. washThe organic layer was washed with water
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe resultant residue was chromatographed on a column of silica gel
  5. washeluting with ethyl acetate

출처 및 근거

ORD 기록
ord-ba36a531530d4f389bd800a5fdd62bce
출처 데이터셋
uspto-grants-1995_03
특허 번호
US05401756

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