Triethylamine → HCID 12988026、化合物

HRID 1582979ノート

反応式

HRID 1582979 の反応式
Cl.[CH2:2]([N:4]=[C:5]=NCCCN(C)C)C.Cl.CNC.C(N(CC)CC)C.[Cl:24][C:25]1[CH:26]=[C:27]([C:31]2[C:40]3[C:35](=[N:36][C:37]([CH3:41])=[CH:38][CH:39]=3)[N:34]([CH2:42][CH3:43])[C:33](=[O:44])[C:32]=2[CH2:45][CH2:46][C:47]([OH:49])=O)[CH:28]=[CH:29][CH:30]=1>O.CN(C=O)C>[Cl:24][C:25]1[CH:26]=[C:27]([C:31]2[C:40]3[C:35](=[N:36][C:37]([CH3:41])=[CH:38][CH:39]=3)[N:34]([CH2:42][CH3:43])[C:33](=[O:44])[C:32]=2[CH2:45][CH2:46][C:47]([N:4]([CH3:5])[CH3:2])=[O:49])[CH:28]=[CH:29][CH:30]=1

参加物

7

反応物 4

HCID 8471TriethylamineHCID 10473Dimethylamine, hydrochlorideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 10156040337357-62-7

生成物 1

HCID 12988026HCID 12988026、化合物収率 34.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

Under ice cooling, 630 mg of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, 154 mg of dimethylamine hydrochloride and 0.53 ml of triethylamine were added successively to a 10 ml DMF solution containing 700 mg of 3-[4-(3-chlorophenyl)-1-ethyl-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl]propanoic acid. The reaction mixture was warmed to room temperature and stirred for 2 hours. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with saturated brine and then the solvent was evaporated. The residue was purified by a silica gel column chromatography (chloroform-ethyl acetate) and then recrystallized from diisopropyl ether to obtain 262 mg of 3-[4-(3-chlorophenyl)-1-ethyl-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl]-N,N-dimethylpropanamide as colorless crystals.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. customthe solvent was evaporated
  4. customThe residue was purified by a silica gel column chromatography (chloroform-ethyl acetate)
  5. customrecrystallized from diisopropyl ether

出典と根拠

ORDレコード
ord-2011cd4e13064cdcb2a60359b4381e4a
出典データセット
uspto-grants-2004_05
特許番号
US06740662B1

反応ノート

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