Water → 6-(2-Methoxy-1-methoxymethylethoxy)-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

HRID 657860

反応式

HRID 657860 の反応式
[CH3:1][O:2][CH2:3][CH:4]([OH:8])[CH2:5][O:6][CH3:7].[H-].[Na+].Br.Cl[C:13]1[CH:14]=[C:15]([CH3:23])[C:16]2[N:17]([C:19]([NH2:22])=[N:20][N:21]=2)[N:18]=1.O>CN(C=O)C>[CH3:1][O:2][CH2:3][CH:4]([CH2:5][O:6][CH3:7])[O:8][C:13]1[CH:14]=[C:15]([CH3:23])[C:16]2[N:17]([C:19]([NH2:22])=[N:20][N:21]=2)[N:18]=1

参加物

6

反応物 4

HCID 962WaterHCID 121901,3-Dimethoxy-2-propanolHCID 24758Sodium hydrideHCID 866507966-Chloro-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide

生成物 1

HCID 580459056-(2-Methoxy-1-methoxymethylethoxy)-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
40 °C

実験手順

1,3-Dimethoxypropan-2-ol (12.96 ml) was initially charged in DMF (25 ml), admixed under argon with sodium hydride (681 mg) and stirred at 40° C. for 1 h. Subsequently, 6-chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide (W2.002; 1.5 g), dissolved in DMF (25 ml), was added dropwise within 20 min. After 1 h, the mixture was admixed with water and extracted by shaking four times with dichloromethane. The combined organic phases were dried over magnesium sulfate and concentrated by rotary evaporation. The residue was triturated with MtB ether, filtered off with suction and dried. 764 mg of the title compound were isolated. LC-MS rt: 0.74 min [M+H]+: 268.1 (met. a)

後処理

  1. additionwas added dropwise within 20 min
  2. waitAfter 1 h
  3. extractionextracted
  4. stirringby shaking four times with dichloromethane
  5. dry with materialThe combined organic phases were dried over magnesium sulfate
  6. concentrationconcentrated by rotary evaporation
  7. customThe residue was triturated with MtB ether
  8. filtrationfiltered off with suction
  9. customdried

出典と根拠

ORDレコード
ord-fbede180588444a09ed2d48ec861c335
出典データセット
uspto-grants-2011_12
特許番号
US08076336B2

関連ノート

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