Methyl iodide → N-(2,5-Dimethyl-1H-pyrrol-1-yl)-N-methyl-6-(morpholin-4-yl)pyridazin-3-amine

HRID 1390005ノート

反応式

HRID 1390005 の反応式
[CH3:1][C:2]1[N:3]([NH:8][C:9]2[N:10]=[N:11][C:12]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[CH:13][CH:14]=2)[C:4]([CH3:7])=[CH:5][CH:6]=1.[H-].[Na+].[CH3:23]I>CN(C)C=O>[CH3:1][C:2]1[N:3]([N:8]([CH3:23])[C:9]2[N:10]=[N:11][C:12]([N:15]3[CH2:16][CH2:17][O:18][CH2:19][CH2:20]3)=[CH:13][CH:14]=2)[C:4]([CH3:7])=[CH:5][CH:6]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 71143Mopidralazine

生成物 1

HCID 23275685N-(2,5-Dimethyl-1H-pyrrol-1-yl)-N-methyl-6-(morpholin-4-yl)pyridazin-3-amine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
55 °C

実験手順

To 1.36 g (5 m moles) of N-(2,5-dimethyl-1H-pyrrol-1-yl)-6-morpholino-3-pyridazineamine in 13.6 ml of dimethylformamide, 0.26 g (5.5 m moles) of 55% sodium hydride are added. The mixture is stirred for 30 minutes at room temperature and for additional 30 minutes at 55° C. Then, a solution of 0.78 g (5.5 m moles) of methyl iodide in 2 ml of dimethylformamide is gradually added at 10° C. When the addition is completed the mixture is heated at 50° C. for 45 minutes. The dimethylformamide is evaporated off in vacuo and the residue is dissolved in ethyl acetate. The organic layer is washed with water and then evaporated to dryness to give a solid which is crystallized from hexane. Yield 0.7 g (54%) of the product of the title which melts at 119°-122° C.

後処理

  1. additionWhen the addition
  2. temperatureis heated at 50° C. for 45 minutes
  3. customThe dimethylformamide is evaporated off in vacuo
  4. dissolutionthe residue is dissolved in ethyl acetate
  5. washThe organic layer is washed with water
  6. customevaporated to dryness
  7. customto give a solid which
  8. customis crystallized from hexane

出典と根拠

ORDレコード
ord-8dca016210da465d88058a16d9cb86a8
出典データセット
uspto-grants-1981_01
特許番号
US04247551

反応ノート

読み込み中…