Phosphorus oxychloride → 6-Bromo-3-methylimidazo[1,5-a]pyridine
반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][NH:9][C:10](=O)[CH3:11])=[N:6][CH:7]=1.O=P(Cl)(Cl)Cl>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:10]([CH3:11])=[N:9][CH:8]=2)[CH:7]=1참가 물질
4
실험 절차
To a solution of N-((5-bromopyridin-2-yl)methyl)acetamide (450 mg, 1.96 mmol) in toluene (15 mL) was added POCl3 (600 mg, 3.92 mmol) and the mixture stirred at refluxing temperature for 6 h. After cooling, the reaction mixture was quenched by adding water (1 mL) and concentrated to remove toluene. The residue was diluted with water (5 mL) and extracted with EtOAc (3×10 mL) with the organic layer concentrated to give a crude product which was used in next step without further purification (290 mg, Yield 70%). LCMS (m/z): 211.0 (M+1)
후처리
- temperatureat refluxing temperature for 6 h
- temperatureAfter cooling
- customthe reaction mixture was quenched
- additionby adding water (1 mL)
- concentrationconcentrated
- customto remove toluene
- additionThe residue was diluted with water (5 mL)
- extractionextracted with EtOAc (3×10 mL) with the organic layer
- concentrationconcentrated
출처 및 근거
- ORD 기록
- ord-62fde1bdf92043739e8e6458a0a63e9d
- 출처 데이터셋
- uspto-grants-2016_07
- 특허 번호
- US09388173B2
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