Dimethylformamide → 1-(3-amino-4,6-difluorophenyl)-7-[(3S)-3-aminopyrrolidin-1-yl]-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid triethylamine salt

HRID 1415939

反応式

HRID 1415939 の反応式
CN(C)C=O.[NH2:6][C:7]1[CH:8]=[C:9]([N:15]2[C:24]3[C:19](=[CH:20][C:21]([F:26])=[C:22](Cl)[N:23]=3)[C:18](=[O:27])[C:17]([C:28]([OH:30])=[O:29])=[CH:16]2)[C:10]([F:14])=[CH:11][C:12]=1[F:13].Cl.Cl.[NH2:33][C@H:34]1[CH2:38][CH2:37][NH:36][CH2:35]1.[CH2:39]([N:41]([CH2:44][CH3:45])[CH2:42][CH3:43])[CH3:40]>C(O)C>[CH:34]([O:27][CH:18]([CH3:17])[CH3:19])([CH3:38])[CH3:35].[CH2:39]([N:41]([CH2:44][CH3:45])[CH2:42][CH3:43])[CH3:40].[NH2:6][C:7]1[CH:8]=[C:9]([N:15]2[C:24]3[C:19](=[CH:20][C:21]([F:26])=[C:22]([N:36]4[CH2:37][CH2:38][C@H:34]([NH2:33])[CH2:35]4)[N:23]=3)[C:18](=[O:27])[C:17]([C:28]([OH:30])=[O:29])=[CH:16]2)[C:10]([F:14])=[CH:11][C:12]=1[F:13]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 110899701-(3-Amino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acidHCID 13500644(3S)-(+)-3-Aminopyrrolidine Dihydrochloride

生成物 2

HCID 7914Diisopropyl EtherHCID 699605351-(3-amino-4,6-difluorophenyl)-7-[(3S)-3-aminopyrrolidin-1-yl]-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid triethylamine salt収率 142%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
90 °C

実験手順

To 1,000 mg of N,N-dimethylformamide were added 220 mg of 1-(3-amino-4,6-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid, 210 mg of (3S)-3-aminopyrrolidine dihydrochloride, and 400 mg of triethylamine. The solution was stirred at 90° C. for 1.5 hours. The reaction solution was allowed to cool down, combined with 10 ml of ethanol, heated at reflux for 5 minutes, and allowed to cool down. The precipitate was collected by filtration and washed with ethanol and then with diisopropyl ether to give 220 mg of the title compound.

後処理

  1. temperatureto cool down
  2. temperatureheated
  3. temperatureat reflux for 5 minutes
  4. temperatureto cool down
  5. filtrationThe precipitate was collected by filtration
  6. washwashed with ethanol

出典と根拠

ORDレコード
ord-8325b659aecf44de9f6a0364c03a3721
出典データセット
uspto-grants-1999_06
特許番号
US05910498

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