Acetic Acid → 6-Chloro-3,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazine

HRID 873970

反応式

HRID 873970 の反応式
[Cl:1][C:2]1[N:7]=[N:6][C:5]([NH:8][NH2:9])=[C:4]([CH3:10])[CH:3]=1.[CH3:11][C:12](O)=O.C([O-])(O)=O.[Na+]>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH3:10])[C:5]2[N:6]([C:11]([CH3:12])=[N:9][N:8]=2)[N:7]=1

参加物

5

反応物 3

HCID 176Acetic AcidHCID 516892Sodium BicarbonateHCID 114464906-Chloro-3-hydrazinyl-4-methylpyridazine

生成物 1

HCID 155038066-Chloro-3,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazine収率 85.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
115 °C

実験手順

6-chloro-3-hydrazinyl-4-methylpyridazine (Step 111.1) (721 mg, 4.55 mmol) was dissolved in AcOH (15 mL, 262 mmol) and the resulting mixture was heated up and stirred at 115° C. for 1 hr. The reaction was cooled down to RT, diluted with CH2Cl2 and poured into a saturated aq. NaHCO3 solution. The aq. layer was extracted with CH2Cl2. The combined organic layers were dried over Na2SO4, filtered and concentrated under reduced pressure to afford the title product (752 mg, 3.91 mmol, 84% yield) as grey solid. tR: 0.59 min (LC-MS 2); ESI-MS: 183 [M+H]+ (LC-MS 2).

後処理

  1. temperaturethe resulting mixture was heated up
  2. temperatureThe reaction was cooled down to RT
  3. extractionThe aq. layer was extracted with CH2Cl2
  4. dry with materialThe combined organic layers were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-106a0be2b2bf43a3ab0a6fdcc0b1ced0
出典データセット
uspto-grants-2015_03
特許番号
US08975417B2

関連ノート

読み込み中…