Triethylamine → HCID 12988026, 화합물

HRID 1582979노트

반응식

HRID 1582979 반응식
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

참가 물질

7

반응물 4

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

생성물 1

HCID 12988026HCID 12988026, 화합물수율 34.9%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2011cd4e13064cdcb2a60359b4381e4a
출처 데이터셋
uspto-grants-2004_05
특허 번호
US06740662B1

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