Trifluoroacetic acid → HCID 90402690、化合物

HRID 2200601ノート

反応式

HRID 2200601 の反応式
COC1C=CC(C[N:8]2[C:16](=[O:17])[C:15]3[N:14]([CH2:18][C:19]4[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][N:20]=4)[C:13]([CH2:26][C:27]4[CH:32]=[CH:31][CH:30]=[C:29]([O:33][C:34]([F:37])([F:36])[F:35])[CH:28]=4)=[N:12][C:11]=3[N:10]([CH3:38])[C:9]2=[O:39])=CC=1.OS(C(F)(F)F)(=O)=O.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:38][N:10]1[C:11]2[N:12]=[C:13]([CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[C:29]([O:33][C:34]([F:37])([F:36])[F:35])[CH:28]=3)[N:14]([CH2:18][C:19]3[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][N:20]=3)[C:15]=2[C:16](=[O:17])[NH:8][C:9]1=[O:39]

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 62406Trifluoromethanesulfonic acidHCID 90402978HCID 90402978、化合物

生成物 1

HCID 90402690HCID 90402690、化合物収率 63.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 1-(4-methoxybenzyl)-3-methyl-7-((5-methylpyridin-2-yl)methyl)-8-(3-(trifluoromethoxy)benzyl)-1H-purine-2,6(3H,7H)-dione (120 mg, 0.212 mmol) in DCM (1.4 mL) was added triflic acid (0.7 mL) and TFA (0.7 mL). The reaction was stirred at room temperature overnight. The mixture was partitioned between ethyl acetate and water. The organic phase was washed with saturated NaHCO3 and brine, dried over sodium sulfate, filtered and concentrated to give crude product, which was purified by silica gel chromatography eluting with petroleum/ethyl acetate (10:1 to 1:1) to give 3-methyl-7-((5-methylpyridin-2-yl)methyl)-8-(3-(trifluoromethoxy)benzyl)-1H-purine-2,6(3H,7H)-dione (60 mg, 63.5% yield) as white solid. LCMS MH+ 446.

後処理

  1. customThe mixture was partitioned between ethyl acetate and water
  2. washThe organic phase was washed with saturated NaHCO3 and brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto give crude product, which
  7. customwas purified by silica gel chromatography
  8. washeluting with petroleum/ethyl acetate (10:1 to 1:1)

出典と根拠

ORDレコード
ord-58c0297747694c4a822a31c988b79ce6
出典データセット
uspto-grants-2016_06
特許番号
US09359359B2

反応ノート

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