Pyridine → 8-cyclopropyl-2-{[6-(1-methyl-1H-pyrazol-4-yl)-4-oxospiro[chroman-2,4'-piperidin]-1'-yl]carbonyl}quinolin-4-yl trifluoromethanesulfonate

HRID 38493노트

반응식

HRID 38493 반응식
[O:1](S(C(F)(F)F)(=O)=O)[S:2]([C:5]([F:8])([F:7])[F:6])(=[O:4])=[O:3].N1C=CC=CC=1.[CH:22]1([C:25]2[CH:26]=[CH:27][CH:28]=[C:29]3[C:34]=2[N:33]=[C:32]([C:35]([N:37]2[CH2:42][CH2:41][C:40]4([CH2:51][C:50](=[O:52])[C:49]5[C:44](=[CH:45][CH:46]=[C:47]([C:53]6[CH:54]=[N:55][N:56]([CH3:58])[CH:57]=6)[CH:48]=5)[O:43]4)[CH2:39][CH2:38]2)=[O:36])[CH:31]=[C:30]3O)[CH2:24][CH2:23]1>C(Cl)(Cl)Cl.O>[F:6][C:5]([F:8])([F:7])[S:2]([O:1][C:30]1[C:29]2[C:34](=[C:25]([CH:22]3[CH2:24][CH2:23]3)[CH:26]=[CH:27][CH:28]=2)[N:33]=[C:32]([C:35]([N:37]2[CH2:38][CH2:39][C:40]3([CH2:51][C:50](=[O:52])[C:49]4[C:44](=[CH:45][CH:46]=[C:47]([C:53]5[CH:54]=[N:55][N:56]([CH3:58])[CH:57]=5)[CH:48]=4)[O:43]3)[CH2:41][CH2:42]2)=[O:36])[CH:31]=1)(=[O:4])=[O:3]

참가 물질

6

반응물 3

HCID 1049PyridineHCID 67749Trifluoromethanesulfonic anhydrideHCID 178480023HCID 178480023, 화합물

생성물 1

HCID 582086748-cyclopropyl-2-{[6-(1-methyl-1H-pyrazol-4-yl)-4-oxospiro[chroman-2,4'-piperidin]-1'-yl]carbonyl}quinolin-4-yl trifluoromethanesulfonate

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매2회

실험 절차

Tf2O (0.224 ml, 1.327 mmol) was added to a stirred solution of pyridine (0.358 ml, 4.42 mmol) and 1′-[(8-cyclopropyl-4-hydroxyquinolin-2-yl)carbonyl]-6-(1-methyl-1H-pyrazol-4-yl)spiro[chroman-2,4′-piperidin]-4-one (450 mg, 0.885 mmol) in CHCl3 (4.5 ml) at −50° C. and the mixture was stirred at room temperature for 3 h. The reaction mixture was diluted with CHCl3 and H2O, the organic layer was washed with brine and dried over MgSO4. After filtration and concentration, the residue was purified by silicagel column chromatography (hexane/EtOAc) to give intended compound as a pale yellow solid.

후처리

  1. washthe organic layer was washed with brine
  2. dry with materialdried over MgSO4
  3. filtrationAfter filtration and concentration
  4. customthe residue was purified by silicagel column chromatography (hexane/EtOAc)
  5. customto give

출처 및 근거

ORD 기록
ord-c89b23b179364bc7a3e2309a61b7760f
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524730B2

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