3-Chloro-1,2-benzoxazole → N-methyl-N-[2-(4-morpholinyl)ethyl]-1,2-benzisoxazol-3-amine

HRID 582864

반응식

HRID 582864 반응식
Cl[C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][N:3]=1.[CH3:11][NH:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>>[CH3:11][N:12]([CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1)[C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][N:3]=1

참가 물질

3

반응물 2

HCID 27797803-Chloro-1,2-benzoxazoleHCID 14979282Methyl(2-(morpholin-4-yl)ethyl)amine

생성물 1

HCID 15453429N-methyl-N-[2-(4-morpholinyl)ethyl]-1,2-benzisoxazol-3-amine수율 23.5%

반응 조건

온도
140 °C

실험 절차

To a sealed tube was added 3-chloro-1,2-benzisoxazole (3.0 g) and N-methyl-N-[2-(4-morpholinyl)ethyl]-amine (12.7 g). The reaction was heated to 140° C. over 72 hours and then cooled to room temperature. The residue was partitioned between EtOAc and water, extracted again with EtOAc, and the organic phase was dried over MgSO4 and concentrated in vacuo. Flash column chromatography (silica gel) eluting with 1-3% MeOH/DCM provided the product (1.2 g), as an oil.

후처리

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

출처 및 근거

ORD 기록
ord-7a018fe6d1b2475e95ea4c203cd01652
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05925766

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