Dimethylformamide → 4-Chloro-6-methoxy-7-(2-(imidazol-1-yl)ethoxy)quinazoline

HRID 454259ノート

反応式

HRID 454259 の反応式
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:18]=[C:17]3[C:12]([C:13](=O)[NH:14][CH:15]=[N:16]3)=[CH:11][C:10]=2[O:20][CH3:21])[CH:5]=[CH:4][N:3]=[CH:2]1.S(Cl)([Cl:24])=O.CN(C=O)C>C1(C)C=CC=CC=1>[Cl:24][C:13]1[C:12]2[C:17](=[CH:18][C:9]([O:8][CH2:7][CH2:6][N:1]3[CH:5]=[CH:4][N:3]=[CH:2]3)=[C:10]([O:20][CH3:21])[CH:11]=2)[N:16]=[CH:15][N:14]=1

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 1354908447-(2-(Imidazol-1-yl)ethoxy)-6-methoxy-3,4-dihydroquinazolin-4-one

生成物 1

HCID 111412614-Chloro-6-methoxy-7-(2-(imidazol-1-yl)ethoxy)quinazoline収率 59%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
0 °C

実験手順

A mixture of 7-(2-(imidazol-1-yl)ethoxy)-6-methoxy-3,4-dihydroquinazolin-4-one (412 mg, 1.44 mmol), thionyl chloride (5 ml) and DMF (0.2 ml) was heated at reflux for 1 hour. The mixture was diluted with toluene and the volatiles were removed by evaporation. The residue was suspended in methylene chloride, cooled to 0° C. and aqueous sodium hydrogen carbonate solution was added. The resulting precipitate was collected by filtration and dried under vacuum to give 4-chloro-7-(2-(imidazol-1-yl)ethoxy)-6-methoxyquinazoline (258 mg, 59%).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 1 hour
  3. customthe volatiles were removed by evaporation
  4. additionaqueous sodium hydrogen carbonate solution was added
  5. filtrationThe resulting precipitate was collected by filtration
  6. customdried under vacuum

出典と根拠

ORDレコード
ord-d6d4bc5d73394412a3043ff88904c4d1
出典データセット
uspto-grants-2013_07
特許番号
US08492560B2

反応ノート

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