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Isobutyloxirane → HCID 22139594, 화합물

HRID 1826529
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HRID 1826529 반응식
[N+:1]([C:4]1[C:9](=[O:10])[N:8]2[CH2:11][CH2:12][CH2:13][NH:14][C:7]2=[N:6][C:5]=1[C:15]1[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=1)([O-:3])=[O:2].[CH2:21]([CH:25]1[CH2:27][O:26]1)[CH:22]([CH3:24])[CH3:23].[Li+].C[Si]([N-][Si](C)(C)C)(C)C>CN(C=O)C>[OH:26][CH:25]([CH2:21][CH:22]([CH3:24])[CH3:23])[CH2:27][N:14]1[C:7]2=[N:6][C:5]([C:15]3[CH:16]=[CH:17][N:18]=[CH:19][CH:20]=3)=[C:4]([N+:1]([O-:3])=[O:2])[C:9](=[O:10])[N:8]2[CH2:11][CH2:12][CH2:13]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 90990IsobutyloxiraneHCID 2733832Lithium hexamethyldisilazaneHCID 135830902HCID 135830902, 화합물

생성물 1

HCID 22139594HCID 22139594, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

In a 100 mL RBF with stirrer bar was charged 3-nitro-2-pyridin-4-yl-6,7,8,9-tetrahydro-pyrimido[1,2-a]pyrimidin-4-one (1.0 g) and 2-isobutyl-oxirane (0.7 g) in DMF (7 mL) under nitrogen. A solution of LiHMDS (1N in THF, 7 mL) was added to the mixture, resulting a red solution. Affter being heated at 80° C. overnight the mixture was cooled to room temperature and was partitioned between CH2Cl2 and NH4Cl (aq.). The organic phase was further washed with H2O, dried with Na2SO4, concentrated, and eluted on silica gel (0–7% 2N NH3-MeOH in DCM) to afford the product that was used directly in the next step. M+1 374.

후처리

  1. customresulting a red solution
  2. temperaturewas cooled to room temperature
  3. customwas partitioned between CH2Cl2 and NH4Cl (aq.)
  4. washThe organic phase was further washed with H2O
  5. dry with materialdried with Na2SO4
  6. concentrationconcentrated
  7. washeluted on silica gel (0–7% 2N NH3-MeOH in DCM)
  8. customto afford the product that

출처 및 근거

ORD 기록
ord-6ee9866635f94d1c8a021d7874a680c2
출처 데이터셋
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07049318B2

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