Hydrochloric Acid → 8-(3-(1-(4-Chlorophenyl)-2-(pyridin-4-yl)ethyl)phenyl)-6-isopropylquinoline

HRID 896684노트

반응식

HRID 896684 반응식
C(OC(=O)[CH:5]([C:33]1[CH:38]=[CH:37][N:36]=[CH:35][CH:34]=1)[CH:6]([C:26]1[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]2[CH:14]=[C:15]([CH:23]([CH3:25])[CH3:24])[CH:16]=[C:17]3[C:22]=2[N:21]=[CH:20][CH:19]=[CH:18]3)[CH:8]=1)C.[OH-].[Na+].Cl>C1COCC1.CCO.C(OCC)(=O)C>[Cl:32][C:29]1[CH:30]=[CH:31][C:26]([CH:6]([C:7]2[CH:8]=[C:9]([C:13]3[CH:14]=[C:15]([CH:23]([CH3:25])[CH3:24])[CH:16]=[C:17]4[C:22]=3[N:21]=[CH:20][CH:19]=[CH:18]4)[CH:10]=[CH:11][CH:12]=2)[CH2:5][C:33]2[CH:34]=[CH:35][N:36]=[CH:37][CH:38]=2)=[CH:27][CH:28]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 208149663-(4-Chloro-phenyl)-3-[3-(6-isopropyl-quinolin-8-yl)-phenyl]-2-pyridin-4-yl-propionic acid ethyl ester

생성물 1

HCID 101831968-(3-(1-(4-Chlorophenyl)-2-(pyridin-4-yl)ethyl)phenyl)-6-isopropylquinoline

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 21873804Tetrahydrofuran ethanol용매

반응 조건

온도
100 °C

실험 절차

To a solution of the crude ester from Step 3 above in THF/EtOH (10 mL) was added NaOH (2N, 2 mL). The resulting reaction mixture was stirred 18 h at 100° C. then neutralized with HCl 6N to pH 7 and diluted with ethyl acetate. The organic extracts were washed (H2O, brine), dried (MgSO4), filtered and concentrated. Purification by flash chromatography (eluting with hexane/ethyl acetate, 1:1) provided the 8-{3-[1-(4-chloro-phenyl)-2-pyridin-4-yl-ethyl]-phenyl}-6-isopropyl-quinoline compound.

후처리

  1. customThe resulting reaction mixture
  2. washThe organic extracts were washed (H2O, brine)
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customPurification
  7. washby flash chromatography (eluting with hexane/ethyl acetate, 1:1)

출처 및 근거

ORD 기록
ord-18cb4c5d5fee4d0991dae9e76022921f
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06919353B2

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