Pyridine → Methyl 4-(3-methyl-6-{[6-(1-methyl-1H-pyrazol-4-yl)-4-oxospiro[chroman-2,4'-piperidin]-1'-yl]carbonyl}-1H-indazol-1-yl)benzoate

HRID 38465

반응식

HRID 38465 반응식
N1C=CC=CC=1.[CH3:7][C:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]([N:19]3[CH2:24][CH2:23][C:22]4([CH2:33][C:32](=[O:34])[C:31]5[C:26](=[CH:27][CH:28]=[C:29]([C:35]6[CH:36]=[N:37][N:38]([CH3:40])[CH:39]=6)[CH:30]=5)[O:25]4)[CH2:21][CH2:20]3)=[O:18])=[CH:14][CH:15]=2)[NH:10][N:9]=1.[CH3:41][O:42][C:43]([C:45]1[CH:50]=[CH:49][C:48](B(O)O)=[CH:47][CH:46]=1)=[O:44]>C(Cl)Cl.CC([O-])=O.CC([O-])=O.[Cu+2]>[CH3:7][C:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]([N:19]3[CH2:20][CH2:21][C:22]4([CH2:33][C:32](=[O:34])[C:31]5[C:26](=[CH:27][CH:28]=[C:29]([C:35]6[CH:36]=[N:37][N:38]([CH3:40])[CH:39]=6)[CH:30]=5)[O:25]4)[CH2:23][CH2:24]3)=[O:18])=[CH:14][CH:15]=2)[N:10]([C:48]2[CH:49]=[CH:50][C:45]([C:43]([O:42][CH3:41])=[O:44])=[CH:46][CH:47]=2)[N:9]=1

참가 물질

6

반응물 3

HCID 1049PyridineHCID 27343694-Methoxycarbonylphenylboronic acidHCID 178434311HCID 178434311, 화합물

생성물 1

HCID 58208718Methyl 4-(3-methyl-6-{[6-(1-methyl-1H-pyrazol-4-yl)-4-oxospiro[chroman-2,4'-piperidin]-1'-yl]carbonyl}-1H-indazol-1-yl)benzoate

시약·촉매·용매 2

HCID 8895Cupric acetate촉매HCID 6344Dichloromethane용매

실험 절차

Pyridine (0.080 ml, 0.988 mmol) was added to a stirred mixture of 1′-[(3-methyl-1H-indazol-6-yl)carbonyl]-6-(1-methyl-1H-pyrazol-4-yl)spiro[chroman-2,4′-piperidin]-4-one (150 mg, 0.329 mmol), [4-(methoxycarbonyl)phenyl]boronic acid (119 mg, 0.659 mmol), Cu(OAc)2 (90 mg, 0.494 mmol) in CH2Cl2 (1.5 ml) and the mixture was stirred at room temperature overnight. The mixture was filtered and the solvent was evaporated under reduced pressure. The residue was purified by silicagel column chromatography (hexane/EtOAc) to give intended compound as colorless oil.

후처리

  1. filtrationThe mixture was filtered
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by silicagel column chromatography (hexane/EtOAc)
  4. customto give

출처 및 근거

ORD 기록
ord-237c1c2aa4ad44cba971796595c3eaf1
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524730B2

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