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

HRID 2217879노트

반응식

HRID 2217879 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-b32f9652d5fe434c937755296485f2b4
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07408065B2

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