Triethylamine → 6-Chloro-2-[1-(naphthalen-2-ylcarbamoyl)-ethylamino]-quinoline-3-carboxylic acid

HRID 2065627

반응식

HRID 2065627 반응식
Cl[C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:15])[CH:8]=2)[N:3]=1.[CH:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18][C:17]=1[NH:26][C:27](=[O:31])[CH:28]([CH3:30])[NH2:29].C(N(CC)CC)C>O1CCOCC1>[Cl:15][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([NH:29][CH:28]([C:27](=[O:31])[NH:26][C:17]1[CH:18]=[CH:19][C:20]3[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:16]=1)[CH3:30])[C:11]([C:12]([OH:14])=[O:13])=[CH:10]2

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 98159DL-Alanine-beta-naphthylamideHCID 242660682,6-Dichloroquinoline-3-carboxylic acid

생성물 1

HCID 452547526-Chloro-2-[1-(naphthalen-2-ylcarbamoyl)-ethylamino]-quinoline-3-carboxylic acid수율 60%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
135 °C

실험 절차

A mixture of 2,6-dichloroquinoline-3-carboxylic acid (194 mg, 0.8 mmol), DL-alanine-β-naphthylamide (251 mg, 1 mmol) and triethylamine (900 mg, 8.9 mmol) in dioxane (1 mL) is stirred for 24 h at 135° C. in closed reaction vial. After evaporation of solvents in vacuo, the residue is acidified by addition of 2N HCl, and the precipitated solid is collected on filter, washed with water and recrystallized from MeOH-water to give the title compound (200 mg, 60%) as yellow needles.

후처리

  1. customAfter evaporation of solvents in vacuo
  2. additionthe residue is acidified by addition of 2N HCl
  3. customthe precipitated solid is collected
  4. filtrationon filter
  5. washwashed with water
  6. customrecrystallized from MeOH-water

출처 및 근거

ORD 기록
ord-b9f374a02f3847068c962de208210b48
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288549B2

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