Nitrogen → HCID 67365427, 화합물

HRID 42820노트

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HRID 42820 반응식
N#N.[N+:3]([C:6]1[CH:10]=[N:9][N:8]([CH2:11][C:12]2[O:16][N:15]=[C:14]([C:17](=[O:19])[CH3:18])[CH:13]=2)[N:7]=1)([O-:5])=[O:4].COC([O:25][CH3:26])OC.[C:27]([O-])(O)=O.[Na+]>C(O)CO>[CH3:18][C:17]1([C:14]2[CH:13]=[C:12]([CH2:11][N:8]3[N:7]=[C:6]([N+:3]([O-:5])=[O:4])[CH:10]=[N:9]3)[O:16][N:15]=2)[O:25][CH2:26][CH2:27][O:19]1

참가 물질

6

반응물 4

HCID 947NitrogenHCID 9005Trimethyl orthoformateHCID 516892Sodium BicarbonateHCID 67365635HCID 67365635, 화합물

생성물 1

HCID 67365427HCID 67365427, 화합물

시약·촉매·용매 1

HCID 174Ethylene Glycol용매

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온도
95 °C

실험 절차

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 1-[5-(4-nitro-[1,2,3]triazol-2-ylmethyl)-isoxazol-3-yl]-ethanone (122 mg, 0.51 mmol) in ethylene glycol (0.57 mL) was treated with trimethylorthoformate (0.11 mL, 1.03 mmol) followed by LiBF4 (10 mg, 0.10 mmol). The reaction mixture was heated at 95° C. overnight. Sat. aq. NaHCO3 (10 mL) was added and the mixture was extracted with EA (2×10 mL). The combined org. extracts were washed with brine (2×10 mL), dried over MgSO4, filtered, and the solvent was removed under reduced pressure. Purification of the residue by FC (40:60 EA-Hept) gave the title compound as a yellow oil. TLC:rf (40:60 EA-Hept)=0.26. LC-MS-conditions 02: tR=0.89 min.

후처리

  1. extractionthe mixture was extracted with EA (2×10 mL)
  2. washextracts were washed with brine (2×10 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customthe solvent was removed under reduced pressure
  6. customPurification of the residue by FC (40:60 EA-Hept)

출처 및 근거

ORD 기록
ord-57e71bf10f644a0f9d8323f991468d62
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536209B2

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