2-chloro-benzoic acid N'-(5-bromo-pyridin-2-yl)hydrazide → 6-Bromo-3-(2-chlorophenyl)-[1,2,4]triazolo[4,3-a]pyridine

HRID 2252318노트

반응식

HRID 2252318 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][NH:9][C:10](=O)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:17])=[N:6][CH:7]=1>O=P(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:17])=[N:9][N:8]=2)[CH:7]=1

참가 물질

3

반응물 1

HCID 692020042-chloro-benzoic acid N'-(5-bromo-pyridin-2-yl)hydrazide

생성물 1

HCID 179744786-Bromo-3-(2-chlorophenyl)-[1,2,4]triazolo[4,3-a]pyridine수율 30.3%

시약·촉매·용매 1

HCID 24813Phosphorus oxychloride용매

반응 조건

온도
85 °C

실험 절차

A mixture of 2-chloro-benzoic acid N′-(5-bromo-pyridin-2-yl)hydrazide (2.96 g, 9.1 mmol) in POCl3 (15 mL) was heated at 85° C. for 48 hours. The solvent was removed in vacuo, and the residue quenched with saturated Na2CO3 and EtOAc. The layers were separated, and the organic layer concentrated in vacuo to minimal volume. The resulting solid was filtered and purified by flash chromatography to give the title compound (0.85 g, 30%).

후처리

  1. customThe solvent was removed in vacuo
  2. customthe residue quenched with saturated Na2CO3 and EtOAc
  3. customThe layers were separated
  4. concentrationthe organic layer concentrated in vacuo to minimal volume
  5. filtrationThe resulting solid was filtered
  6. custompurified by flash chromatography

출처 및 근거

ORD 기록
ord-e69de3ba1c004d21b1ba54520bbbb072
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07321040B2

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