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 38493ノート

反応式

HRID 38493 の反応式
[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]

参加物

6

反応物 3

HCID 1049PyridineHCID 67749Trifluoromethanesulfonic anhydrideHCID 178480023HCID 178480023、化合物

生成物 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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6212Chloroform溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c89b23b179364bc7a3e2309a61b7760f
出典データセット
uspto-grants-2013_09
特許番号
US08524730B2

反応ノート

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