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 896683노트

반응식

HRID 896683 반응식
[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]

참가 물질

7

반응물 3

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

생성물 1

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

시약·촉매·용매 3

HCID 8857Ethyl Acetate용매HCID 25517Ammonium Chloride용매HCID 86583969tetrahydrofuran HMPA용매

반응 조건

온도
21 °C

실험 절차

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.

후처리

  1. customthe resulting reaction mixture
  2. washThe organic extracts were washed (H2O, brine)
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d6d57069dc714e23b79b60f542161d26
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06919353B2

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