Bromide ion → 1-[2-(3-Nitro-pyrazol-1-ylmethyl)-oxazol-4-yl]-ethanone

HRID 2065075

반응식

HRID 2065075 반응식
N#N.[C:3]([C:6]1[N:7]=[C:8]([CH2:11]OS(C)(=O)=O)[O:9][CH:10]=1)(=[O:5])[CH3:4].C([O-])([O-])=O.[K+].[K+].[N+:23]([C:26]1[NH:30][N:29]=[CH:28][CH:27]=1)([O-:25])=[O:24].[Br-]>CC(C)=O>[N+:23]([C:26]1[CH:27]=[CH:28][N:29]([CH2:11][C:8]2[O:9][CH:10]=[C:6]([C:3](=[O:5])[CH3:4])[N:7]=2)[N:30]=1)([O-:25])=[O:24]

참가 물질

7

반응물 5

HCID 259Bromide ionHCID 947NitrogenHCID 11430Potassium CarbonateHCID 1234193-NitropyrazoleHCID 86649491Methanesulfonic acid 4-acetyl-oxazol-2-ylmethyl ester

생성물 1

HCID 669287371-[2-(3-Nitro-pyrazol-1-ylmethyl)-oxazol-4-yl]-ethanone

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of methanesulfonic acid 4-acetyl-oxazol-2-ylmethyl ester (70 mg, 0.32 mmol) in acetone (5.0 mL) was treated with K2CO3 (223 mg, 1.60 mmol) followed by 5-nitro-1H-pyrazole (37 mg, 0.32 mmol) and TBA bromide (21 mg, 0.06 mmol). The reaction mixture was stirred at rt until completion. The solvent was removed under reduced pressure and water (10 mL) followed by EA (10 mL) were added. The aq. layer was extracted with EA (10 mL) and the combined org. extracts were dried over Na2SO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (1:1 hept-EA) gave the title compound as a yellow solid. TLC: rf (EA)=0.50. LC-MS-conditions 02: tR=0.74 min; [M+H]+=237.31.

후처리

  1. customThe solvent was removed under reduced pressure and water (10 mL)
  2. additionwere added
  3. extractionThe aq. layer was extracted with EA (10 mL)
  4. dry with materialextracts were dried over Na2SO4
  5. filtrationfiltered
  6. customthe solvents were removed under reduced pressure
  7. customPurification of the residue by FC (1:1 hept-EA)

출처 및 근거

ORD 기록
ord-4bb74ec2baa64a5983bdf9fd6eacc89f
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288419B2

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