1,1'-Carbonyldiimidazole → N-Methoxy-N-methylquinoline-6-carboxamide

HRID 69153

反応式

HRID 69153 の反応式
C1N=CN(C(N2C=NC=C2)=O)C=1.[N:13]1[C:22]2[C:17](=[CH:18][C:19]([C:23]([OH:25])=O)=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1.Cl.[CH3:27][NH:28][O:29][CH3:30]>CN(C=O)C.[Cl-].[Na+].O>[CH3:30][O:29][N:28]([CH3:27])[C:23]([C:19]1[CH:18]=[C:17]2[C:22](=[CH:21][CH:20]=1)[N:13]=[CH:14][CH:15]=[CH:16]2)=[O:25]

参加物

6

反応物 3

HCID 682631,1'-CarbonyldiimidazoleHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 825716-Quinolinecarboxylic acid

生成物 1

HCID 55211172N-Methoxy-N-methylquinoline-6-carboxamide

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

CDI (25.8 g, 151 mmol) was added to a solution of 6-quinolinecarboxylic acid (25 g, 141 mmol) in DMF and the mixture stirred at rt for 10 min. N,O-dimethylhydroxylamine hydrochloride (14.1 g, 142 mmol) was added and the mixture stirred for an additional hour. Brine was then added and the mixture extracted with EtOAc. The organic extracts were dried, filtered and concentrated to give the title compound as a yellow oil (tR 0.2 min (conditions 2), MH+=217).

後処理

  1. stirringthe mixture stirred for an additional hour
  2. extractionthe mixture extracted with EtOAc
  3. customThe organic extracts were dried
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-d58dd5c6c0d64436a5bc7b0ccefe5c80
出典データセット
uspto-grants-2014_09
特許番号
US08822468B2

関連ノート

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