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

HRID 336478ノート

反応式

HRID 336478 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-bb8f1b3dbbd94384b14453b753a9a689
出典データセット
uspto-grants-2014_11
特許番号
US08889691B2

反応ノート

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