Morpholine → 3-Methyl-1-(3-morpholino-2-pyridyl)pyrazole-4-carbaldehyde

HRID 1517578노트

반응식

HRID 1517578 반응식
F[C:2]1[C:3]([N:8]2[CH:12]=[C:11]([CH:13]=[O:14])[C:10]([CH3:15])=[N:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1.[NH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>ClCCl>[CH3:15][C:10]1[C:11]([CH:13]=[O:14])=[CH:12][N:8]([C:3]2[C:2]([N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)=[CH:7][CH:6]=[CH:5][N:4]=2)[N:9]=1

참가 물질

4

반응물 2

HCID 8083Morpholine2회HCID 582686081-(3-Fluoro-2-pyridyl)-3-methyl-pyrazole-4-carbaldehyde

생성물 1

HCID 582685493-Methyl-1-(3-morpholino-2-pyridyl)pyrazole-4-carbaldehyde수율 72%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
160 °C

실험 절차

A mixture of 1-(3-fluoro-2-pyridyl)-3-methyl-pyrazole-4-carbaldehyde (230 mg, 1.12 mmol) and morpholine (2 mL, 22.93 mmol) is heated under microwave irradiation (temperature 160° C., ramp time: 2 min, hold time: 10 min, potency: 250 W). The excess of morpholine is eliminated in vacuo and the residue is diluted in dichloromethane and washed in saturated aqueous solution of sodium bicarbonate. The organic layer is separated, dried over magnesium sulfate and the solvent evaporated in vacuo. The residue is purified by normal phase Isco chromatography using hexane/ethyl acetate as eluent (from 50 to 100% in ethyl acetate) to yield 72% of the title compound. MS (m/z): 273 (M+1).

후처리

  1. washwashed in saturated aqueous solution of sodium bicarbonate
  2. customThe organic layer is separated
  3. dry with materialdried over magnesium sulfate
  4. customthe solvent evaporated in vacuo
  5. customThe residue is purified by normal phase Isco chromatography

출처 및 근거

ORD 기록
ord-e307915f2955461581b92132a96adc3d
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08232289B2

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