Potassium Carbonate → 1-[2-Methyl-7-(2,4,6-trimethyl-phenyl)-4,5,6,7-tetrahydro-2h-pyrazol[3,4-b]pyridine-3-yl]ethanone o-methyl-oxime

HRID 2113800노트

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HRID 2113800 반응식
[CH3:1][N:2]1[C:10]([C:11](=O)[CH3:12])=[C:9]2[C:4]([N:5]([C:14]3[C:19]([CH3:20])=[CH:18][C:17]([CH3:21])=[CH:16][C:15]=3[CH3:22])[CH2:6][CH2:7][CH2:8]2)=[N:3]1.Cl.[O:24]([NH2:26])[CH3:25].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH3:25][O:24][N:26]=[C:11]([C:10]1[N:2]([CH3:1])[N:3]=[C:4]2[C:9]=1[CH2:8][CH2:7][CH2:6][N:5]2[C:14]1[C:15]([CH3:22])=[CH:16][C:17]([CH3:21])=[CH:18][C:19]=1[CH3:20])[CH3:12]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 521874O-Methylhydroxylamine hydrochlorideHCID 598115151-[2-methyl-7-(2,4,6-trimethyl-phenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridine-3-yl]ethanone

생성물 1

HCID 725687891-[2-Methyl-7-(2,4,6-trimethyl-phenyl)-4,5,6,7-tetrahydro-2h-pyrazol[3,4-b]pyridine-3-yl]ethanone o-methyl-oxime수율 47%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
75 °C

실험 절차

A mixture of 1-[2-methyl-7-(2,4,6-trimethyl-phenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridine-3-yl]ethanone (20 mg, 0.067 mmol), methoxylamine hydrochloride (12 mg, 0.148 mmol), and pulverized potassium carbonate (39 mg, 0.26 mmol) in 2 mL of 95% ethanol was heated at 75° C. under an atmosphere of nitrogen for 1 hr. The solvent was evaporated, the residue was treated with 50 ml of ethyl acetate, washed with brine, dried over magnesium sulfate, and evaporated to dryness. The residue was purified by flash chromatography on silica gel eluting with acetone/hexane (4:96) affording 10 mg (47% yield) of 1-[2-methyl-7-(2,4,6-trimethyl-phenyl)-4,5,6,7-tetrahydro-2H-pyrazol[3,4-b]pyridine-3-yl]ethanone O-methyl-oxime (6-4) as a brown oil: ms (M+H)+=327.

후처리

  1. customThe solvent was evaporated
  2. additionthe residue was treated with 50 ml of ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated to dryness
  6. customThe residue was purified by flash chromatography on silica gel eluting with acetone/hexane (4:96)

출처 및 근거

ORD 기록
ord-a5de7b69e678490f9c81aadf1f56b4a4
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07432283B2

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