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

HRID 2065627

反応式

HRID 2065627 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
135 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b9f374a02f3847068c962de208210b48
出典データセット
uspto-grants-2012_10
特許番号
US08288549B2

関連ノート

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