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

HRID 582864

反応式

HRID 582864 の反応式
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

参加物

3

反応物 2

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

生成物 1

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

反応条件

温度
140 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7a018fe6d1b2475e95ea4c203cd01652
出典データセット
uspto-grants-1999_07
特許番号
US05925766

関連ノート

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