6-Chloro-3-hydrazinylpyridazin-4-amine → 6-Chloro-3-methyl-[1,2,4]triazolo[4,3-b]pyridazin-8-amine

HRID 873974ノート

反応式

HRID 873974 の反応式
[Cl:1][C:2]1[N:7]=[N:6][C:5]([NH:8][NH2:9])=[C:4]([NH2:10])[CH:3]=1.[C:11]([O-])(=O)[CH3:12].[K+]>CC(O)=O>[Cl:1][C:2]1[CH:3]=[C:4]([NH2:10])[C:5]2[N:6]([C:11]([CH3:12])=[N:9][N:8]=2)[N:7]=1

参加物

4

反応物 2

HCID 2500056-Chloro-3-hydrazinylpyridazin-4-amineHCID 517044Potassium Acetate

生成物 1

HCID 717568126-Chloro-3-methyl-[1,2,4]triazolo[4,3-b]pyridazin-8-amine収率 82.2%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
170 °C

実験手順

A MW vial was charged with 6-chloro-3-hydrazinylpyridazin-4-amine (Step 112.2) (475 mg, 2.98 mmol) and potassium acetate (467 mg, 4.76 mmol) in AcOH (5 mL). The MW vial was sealed and the resulting mixture was heated up and stirred at 170° C. for 4 hr. The reaction was cooled down to RT and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (NH3 1%/CH2Cl2/MeOH 1-3%) to afford the title product (450 mg, 2.451 mmol, 82% yield). tR: 2.32 min (HPLC 1); tR: 0.55 min (LC-MS 2); ESI-MS: 184 [M+H]+ (LC-MS 2); ESI-MS: 182 [M−H]− (LC-MS 2); Rf=0.45 (CH2Cl2/MeOH 9:1).

後処理

  1. customThe MW vial was sealed
  2. temperaturethe resulting mixture was heated up
  3. temperatureThe reaction was cooled down to RT
  4. concentrationconcentrated under reduced pressure
  5. customThe crude product was purified by silica gel column chromatography (NH3 1%/CH2Cl2/MeOH 1-3%)

出典と根拠

ORDレコード
ord-768931d1870a45dea662c9381940b6b9
出典データセット
uspto-grants-2015_03
特許番号
US08975417B2

反応ノート

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