Iodoethane → 2-Amino-5-(1-ethyl-6-oxo-1,6-dihydro-3-pyridinyl)-6-(2-furyl)nicotinonitrile

HRID 353226노트

반응식

HRID 353226 반응식
C[O-].[Na+].[NH2:4][C:5]1[N:12]=[C:11]([C:13]2[O:14][CH:15]=[CH:16][CH:17]=2)[C:10]([C:18]2[CH:23]=[CH:22][C:21](=[O:24])[NH:20][CH:19]=2)=[CH:9][C:6]=1[C:7]#[N:8].I[CH2:26][CH3:27]>CO>[NH2:4][C:5]1[N:12]=[C:11]([C:13]2[O:14][CH:15]=[CH:16][CH:17]=2)[C:10]([C:18]2[CH:23]=[CH:22][C:21](=[O:24])[N:20]([CH2:26][CH3:27])[CH:19]=2)=[CH:9][C:6]=1[C:7]#[N:8]

참가 물질

5

반응물 3

HCID 6340Iodoethane2회HCID 99654582-Amino-6-(2-furyl)-5-(6-oxo-1,6-dihydro-3-pyridinyl)nicotinonitrileHCID 10942334Sodium Methoxide

생성물 1

HCID 129921352-Amino-5-(1-ethyl-6-oxo-1,6-dihydro-3-pyridinyl)-6-(2-furyl)nicotinonitrile수율 34%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Sodium methoxide (155 mg, 2.87 mmol) was added to a suspension of 2-amino-6-(2-furyl)-5-(6-oxo-1,6-dihydro-3-pyridinyl)nicotinonitrile (400 mg, 1.44 mmol) in methanol (8 ml) at room temperature in a nitrogen atmosphere, followed by stirring. After 15 minutes, iodoethane (0.35 ml, 4.38 mmol) was added thereto, followed by stirring as it was. After 15 hours, additional iodoethane (0.35 ml, 4.38 mmol) was added thereto, and the mixture was further stirred. After 24 hours, the reaction solution was concentrated. The residue was subjected to silica gel column chromatography (elution solvent; hexane, hexane:ethyl acetate=2:1, 1:2, 1:5). The resulting crude objective compound was suspended in diethyl ether, and then the solid was collected by filtration and washed with diethyl ether, to give the title compound (149 mg, 34%) as a pale yellow solid.

후처리

  1. stirringby stirring as it
  2. waitAfter 15 hours
  3. waitAfter 24 hours
  4. concentrationthe reaction solution was concentrated
  5. washThe residue was subjected to silica gel column chromatography (elution solvent; hexane, hexane:ethyl acetate=2:1, 1:2, 1:5)
  6. filtrationthe solid was collected by filtration
  7. washwashed with diethyl ether

출처 및 근거

ORD 기록
ord-58e6837cccab4f14945afe4002aaadc6
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06750232B2

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