4-Amino-2-methoxy-3-[(1-methyl-4-nitro-1H-pyrrole-2-carbonyl)-amino]-benzoic Acid Methyl Ester → HCID 178497318、化合物

HRID 39663ノート

反応式

HRID 39663 の反応式
[CH3:1][O:2][C:3](=[O:25])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[C:6]([NH:11][C:12]([C:14]2[N:15]([CH3:22])[CH:16]=[C:17]([N+:19]([O-:21])=[O:20])[CH:18]=2)=O)[C:5]=1[O:23][CH3:24]>C(O)(=O)C>[CH3:1][O:2][C:3]([C:4]1[CH:9]=[CH:8][C:7]2[N:10]=[C:12]([C:14]3[N:15]([CH3:22])[CH:16]=[C:17]([N+:19]([O-:21])=[O:20])[CH:18]=3)[NH:11][C:6]=2[C:5]=1[O:23][CH3:24])=[O:25]

参加物

3

反応物 1

HCID 120975624-Amino-2-methoxy-3-[(1-methyl-4-nitro-1H-pyrrole-2-carbonyl)-amino]-benzoic Acid Methyl Ester

生成物 1

HCID 178497318HCID 178497318、化合物収率 85.5%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
90 °C

実験手順

The aforementioned mixture of amides 14a/14b (500 mg, 1.43 mmol) was suspended in glacial acetic acid (8 mL) and heated to 90° C. for 7 h. Most of the solvent was evaporated, and the yellow residue was suspended in Et2O. After being vigorously stirred for 20 min, the precipitate was filtered and washed with Et2O. Drying under hv gave 404 mg (85%) of 15 as a beige solid. Data of 15: Rf 0.80 (hexane/EtOAc 1:5). 1H NMR (300 MHz, DMSOd6): δ 3.76 (s, 3H), 4.14 (s, 3H), 4.34 (s, 3H), 7.14-7.17 (m, 1H), 7.48-7.55 (m, 3H), 8.25 (s, 1H). MS (ESI): m/z (rel intensity) 331 (98).

後処理

  1. customMost of the solvent was evaporated
  2. filtrationthe precipitate was filtered
  3. washwashed with Et2O
  4. customDrying under hv

出典と根拠

ORDレコード
ord-470fd18e4c004da9bf043eb5c0be01eb
出典データセット
uspto-grants-2013_09
特許番号
US08524899B2

反応ノート

読み込み中…