Trifluoroacetic acid → HCID 90402690, 화합물

HRID 2200601노트

반응식

HRID 2200601 반응식
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]

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 62406Trifluoromethanesulfonic acidHCID 90402978HCID 90402978, 화합물

생성물 1

HCID 90402690HCID 90402690, 화합물수율 63.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-58c0297747694c4a822a31c988b79ce6
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09359359B2

반응 노트

불러오는 중…