Ethyl pyridine-4-acetate → 3-(4-Chloro-phenyl)-3-[3-(6-isopropyl-quinolin-8-yl)-phenyl]-2-pyridin-4-yl-propionic acid ethyl ester

HRID 896683ノート

反応式

HRID 896683 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:3][CH:2]=1.C[Si]([N-][Si](C)(C)C)(C)C.[Na+].Cl[CH:24]([C:44]1[CH:49]=[CH:48][C:47]([Cl:50])=[CH:46][CH:45]=1)[C:25]1[CH:26]=[C:27]([C:31]2[CH:32]=[C:33]([CH:41]([CH3:43])[CH3:42])[CH:34]=[C:35]3[C:40]=2[N:39]=[CH:38][CH:37]=[CH:36]3)[CH:28]=[CH:29][CH:30]=1>C1COCC1.CN(P(N(C)C)(N(C)C)=O)C.[Cl-].[NH4+].C(OCC)(=O)C>[CH2:11]([O:10][C:8](=[O:9])[CH:7]([C:4]1[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=1)[CH:24]([C:44]1[CH:49]=[CH:48][C:47]([Cl:50])=[CH:46][CH:45]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([C:31]2[CH:32]=[C:33]([CH:41]([CH3:43])[CH3:42])[CH:34]=[C:35]3[C:40]=2[N:39]=[CH:38][CH:37]=[CH:36]3)[CH:26]=1)[CH3:12]

参加物

7

反応物 3

HCID 736321Ethyl pyridine-4-acetateHCID 2724254Sodium bis(trimethylsilyl)amideHCID 223501108-{3-[Chloro-(4-chloro-phenyl)-methyl]-phenyl}-6-isopropyl-quinoline

生成物 1

HCID 208149663-(4-Chloro-phenyl)-3-[3-(6-isopropyl-quinolin-8-yl)-phenyl]-2-pyridin-4-yl-propionic acid ethyl ester

試薬・触媒・溶媒 3

HCID 8857Ethyl Acetate溶媒HCID 25517Ammonium Chloride溶媒HCID 86583969tetrahydrofuran HMPA溶媒

反応条件

温度
21 °C

実験手順

To a solution of ethyl 4-pyridinylacetate (1.28 g, 7.74 mmol) in THF/HMPA (3:1, 5 mL) at −10° C. was added NaHMDS (1M, 7.8 mL, 7.8 mmol) dropwise. After 60 min., the crude chloride from Step 2 above was added and the resulting reaction mixture was stirred for 18 h at 21° C., and then diluted with a saturated ammonium chloride solution and ethyl acetate. The organic extracts were washed (H2O, brine), dried (MgSO4), filtered and concentrated.

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

出典と根拠

ORDレコード
ord-d6d57069dc714e23b79b60f542161d26
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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