Sodium Bicarbonate → HCID 178455829, 화합물

HRID 44826

반응식

HRID 44826 반응식
[CH:1]1([N:6]2[C:15]3[N:14]=[C:13]([C:16]4[CH:21]=[CH:20][N:19]=[C:18](F)[CH:17]=4)[N:12]=[CH:11][C:10]=3[N:9]([CH3:23])[C:8](=[O:24])[C@H:7]2[CH2:25][CH3:26])[CH2:5][CH2:4][CH2:3][CH2:2]1.C([O-])(O)=[O:28].[Na+]>C(O)=O>[CH:1]1([N:6]2[C:15]3[N:14]=[C:13]([C:16]4[CH:21]=[CH:20][N:19]=[C:18]([OH:28])[CH:17]=4)[N:12]=[CH:11][C:10]=3[N:9]([CH3:23])[C:8](=[O:24])[C@H:7]2[CH2:25][CH3:26])[CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

4

반응물 2

HCID 516892Sodium BicarbonateHCID 58405345HCID 58405345, 화합물

생성물 1

HCID 178455829HCID 178455829, 화합물수율 80%

시약·촉매·용매 1

HCID 284Formic Acid용매

실험 절차

(R)-8-cyclopentyl-7-ethyl-2-(2-fluoropyridin-4-yl)-5-methyl-7,8-dihydropteridin-6(5H)-one (Example 16, 100 mg, 0.28 mmol) was dissolved in 3 mL of HCOOH. This mixture was heated to reflux for 18 h, then aqueous NaHCO3 was added and the mixture was extracted with EtOAc. The combined organic phase was dried with Na2SO4, concentrated under reduced pressure and chromatographed on flash silica gel (CH2Cl2:CH3OH=6:1) to give the title compound as a white solid (80 mg, 80% yield). 1H NMR (CD3OD) δ: 8.09 (s, 1H), 8.52 (d, 1H) 7.46 (s, 1H), 7.27 (m, 1H), 4.42-4.38 (m, 2H), 3.41 (s, 3H), 2.0-1.7 (m, 10H) and 0.86 ppm (t, 3H); LCMS: 354.2 m/z (M+H)+; ret. Time: 1.36 min (Analytical Method E).

후처리

  1. temperatureThis mixture was heated
  2. temperatureto reflux for 18 h
  3. extractionthe mixture was extracted with EtOAc
  4. dry with materialThe combined organic phase was dried with Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. customchromatographed on flash silica gel (CH2Cl2:CH3OH=6:1)

출처 및 근거

ORD 기록
ord-13ea11e38ec64b1da35e2909c0c974ef
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541418B2

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