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

HRID 873974노트

반응식

HRID 873974 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
170 °C

실험 절차

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).

후처리

  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%)

출처 및 근거

ORD 기록
ord-768931d1870a45dea662c9381940b6b9
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08975417B2

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