Ammonium Carbonate → Ethyl 6-amino-1-cyclopropyl-7-fluoro-1,4-dihydro-8-methoxy-5-nitro-4-oxoquinoline-3-carboxylate

HRID 561156ノート

反応式

HRID 561156 の反応式
[CH:1]1([N:4]2[C:13]3[C:8](=[C:9]([N+:18]([O-:20])=[O:19])[C:10](F)=[C:11]([F:16])[C:12]=3[O:14][CH3:15])[C:7](=[O:21])[C:6]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:5]2)[CH2:3][CH2:2]1.C(=O)([O-])[O-].[NH4+:31].[NH4+]>CN(C=O)C>[NH2:31][C:10]1[C:9]([N+:18]([O-:20])=[O:19])=[C:8]2[C:13](=[C:12]([O:14][CH3:15])[C:11]=1[F:16])[N:4]([CH:1]1[CH2:3][CH2:2]1)[CH:5]=[C:6]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:7]2=[O:21]

参加物

4

反応物 2

HCID 517111Ammonium CarbonateHCID 10666701Ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-5-nitro-4-oxoquinoline-3-carboxylate

生成物 1

HCID 59002951Ethyl 6-amino-1-cyclopropyl-7-fluoro-1,4-dihydro-8-methoxy-5-nitro-4-oxoquinoline-3-carboxylate収率 52%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

A mixture of ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-5-nitro-4-oxoquinoline-3-carboxylate (5.00 g, 13.5 mmol) and ammonium carbonate (11.7 g, 122 mmol) in DMF (50 mL) was stirred at 90° C. for 18 h. After the reaction mixture was poured into ice-water, the crude product was extracted with CH2Cl2, washed with brine, dried over MgSO4 and the solvent was removed in vacuo. The crude product washed with EtOH and dried to yield ethyl 6-amino-1-cyclopropyl-7-fluoro-1,4-dihydro-8-methoxy-5-nitro-4-oxoquinoline-3-carboxylate (2.55 g, 52%) as a yellow solid.

後処理

  1. extractionthe crude product was extracted with CH2Cl2
  2. washwashed with brine
  3. dry with materialdried over MgSO4
  4. customthe solvent was removed in vacuo
  5. washThe crude product washed with EtOH
  6. customdried

出典と根拠

ORDレコード
ord-85f518514b554e1db6f8d527d3bec36a
出典データセット
uspto-grants-2011_11
特許番号
US08063221B2

反応ノート

読み込み中…