Pyridine → 2-[5-(7-Nitro-1H-indol-2-yl)-[1,2,4]oxadiazol-3-yl]-acetic acid methyl ester

HRID 336478노트

반응식

HRID 336478 반응식
[CH3:1][O:2][C:3](=[O:23])[CH2:4][C:5](=[N:21][OH:22])[NH:6][C:7]([C:9]1[NH:10][C:11]2[C:16]([CH:17]=1)=[CH:15][CH:14]=[CH:13][C:12]=2[N+:18]([O-:20])=[O:19])=O.N1C=CC=CC=1>CN(C=O)C>[CH3:1][O:2][C:3](=[O:23])[CH2:4][C:5]1[N:6]=[C:7]([C:9]2[NH:10][C:11]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][C:12]=3[N+:18]([O-:20])=[O:19])[O:22][N:21]=1

참가 물질

4

반응물 2

HCID 1049PyridineHCID 1363372013-(Hydroxyimino)-3-[(7-nitro-1H-indole-2-carbonyl)-amino]-propionic acid methyl ester

생성물 1

HCID 1363372022-[5-(7-Nitro-1H-indol-2-yl)-[1,2,4]oxadiazol-3-yl]-acetic acid methyl ester수율 274.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

3-(Hydroxyimino)-3-[(7-nitro-1H-indole-2-carbonyl)-amino]-propionic acid methyl ester (960 mg, 1 mmol) prepared in Step B was dissolved in DMF (10 mL). Pyridine (1 mL) was added thereto, and the mixture was stirred for 4 h at 80° C. The reaction was quenched by aqueous NH4Cl solution. The reaction mixture was extracted with EtOAc, and dried over MgSO4. The solvent was removed under reduced pressure, and the residue was purified by column chromatography to give the title compound (830 mg, Yield 90%).

후처리

  1. customThe reaction was quenched by aqueous NH4Cl solution
  2. extractionThe reaction mixture was extracted with EtOAc
  3. dry with materialdried over MgSO4
  4. customThe solvent was removed under reduced pressure
  5. customthe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-bb8f1b3dbbd94384b14453b753a9a689
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889691B2

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