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

HRID 582859

反応式

HRID 582859 の反応式
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

参加物

3

反応物 2

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

生成物 1

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

反応条件

温度
140 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-011f174329cc4dd6bd4aaca930b1b5ca
出典データセット
uspto-grants-1999_07
特許番号
US05925766

関連ノート

読み込み中…