Methyl(2-(morpholin-4-yl)ethyl)amine → 6-Methoxy-N-methyl-N-[2-(4-morpholinyl)ethyl]-1,2-benzisoxazol-3-amine

HRID 582859

반응식

HRID 582859 반응식
Cl[C:2]1[C:6]2[CH:7]=[CH:8][C:9]([O:11][CH3:12])=[CH:10][C:5]=2[O:4][N:3]=1.[CH3:13][NH:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1>>[CH3:12][O:11][C:9]1[CH:8]=[CH:7][C:6]2[C:2]([N:14]([CH3:13])[CH2:15][CH2:16][N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[N:3][O:4][C:5]=2[CH:10]=1

참가 물질

3

반응물 2

HCID 14979282Methyl(2-(morpholin-4-yl)ethyl)amineHCID 158169243-Chloro-6-methoxy-1,2-benzoxazole

생성물 1

HCID 158169256-Methoxy-N-methyl-N-[2-(4-morpholinyl)ethyl]-1,2-benzisoxazol-3-amine수율 49.4%

반응 조건

온도
140 °C

실험 절차

To a sealed tube was added 3-chloro-6-methoxy-1,2-benzisoxazole (6.0 g) and N-methyl-N-[2-(4-morpholinyl)ethyl]-amine (13.8 g). The reaction was heated to 140° C. over 48 hours and then cooled to room temperature. The residue was partitioned between ethyl acetate (EtOAc) and water, extracted again with EtOAc, and the organic phase was dried over magnesium sulfate (MgSO4) and concentration in vacuo. Flash column chromatography (silica gel) eluting with 1% methanol/dichloromethane (MeOH/DCM) provided the product (4.7 g), m.p. 43-44° C.

후처리

  1. temperaturecooled to room temperature
  2. customThe residue was partitioned between ethyl acetate (EtOAc) and water
  3. extractionextracted again with EtOAc
  4. dry with materialthe organic phase was dried over magnesium sulfate (MgSO4) and concentration in vacuo
  5. washFlash column chromatography (silica gel) eluting with 1% methanol/dichloromethane (MeOH/DCM)

출처 및 근거

ORD 기록
ord-011f174329cc4dd6bd4aaca930b1b5ca
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05925766

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