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

HRID 896684ノート

反応式

HRID 896684 の反応式
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

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 21873804Tetrahydrofuran ethanol溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-18cb4c5d5fee4d0991dae9e76022921f
出典データセット
uspto-grants-2005_07
特許番号
US06919353B2

反応ノート

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