Methanol → 1-[6-Chloro-5-[[(2-cyclohexylethyl)amino]carbonyl]-2-quinolinyl]-4-piperidinecarboxylic acid

HRID 2217879ノート

反応式

HRID 2217879 の反応式
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([Cl:33])[C:18]=3[C:22]([NH:24][CH2:25][CH2:26][CH:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]3)=[O:23])[N:13]=2)[CH2:8][CH2:7]1)=[O:5])C.CO.[OH-].[K+]>O>[Cl:33][C:17]1[C:18]([C:22]([NH:24][CH2:25][CH2:26][CH:27]2[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]2)=[O:23])=[C:19]2[C:14](=[CH:15][CH:16]=1)[N:13]=[C:12]([N:9]1[CH2:8][CH2:7][CH:6]([C:4]([OH:5])=[O:3])[CH2:11][CH2:10]1)[CH:21]=[CH:20]2

参加物

5

反応物 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 688089401-[6-Chloro-5-[[(2-cyclohexylethyl)amino]carbonyl]-2-quinolinyl]-4-piperidinecarboxylic acid ethyl ester

生成物 1

HCID 113852281-[6-Chloro-5-[[(2-cyclohexylethyl)amino]carbonyl]-2-quinolinyl]-4-piperidinecarboxylic acid収率 79.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

To a 10 mL vial was added 1-[6-chloro-5-[[(2-cyclohexylethyl)amino]carbonyl]-2-quinolinyl]-4-piperidinecarboxylic acid ethyl ester (Example 76(d)) (200 mg), methanol (2 mL) and potassium hydroxide (100 mg) in water (1 mL)). The vial was sealed and heated at 70° C. in a microwave for 10 minutes. The mixture was concentrated and the residue was acidified to pH 5 with aqueous 2 M hydrochloric acid. The resulting solid was collected by filtration. Purification (Varian NH2 cartridge using methanol:dichloromethane 1:1 (100 mL) and then 2% acetic acid in methanol:dichloromethane 1:1(100 mL) as eluant) afforded the title compound (150 mg).

後処理

  1. customThe vial was sealed
  2. concentrationThe mixture was concentrated
  3. filtrationThe resulting solid was collected by filtration
  4. customPurification (Varian NH2 cartridge

出典と根拠

ORDレコード
ord-b32f9652d5fe434c937755296485f2b4
出典データセット
uspto-grants-2008_08
特許番号
US07408065B2

反応ノート

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