Cyclohexylamine, N-methyl-, hydrochloride → HCID 67277979, 화합물

HRID 1696234노트

반응식

HRID 1696234 반응식
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][CH:9]=[CH:10][C:3]=12.Cl.[CH3:12][NH:13][CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>C(Cl)(Cl)Cl>[CH:14]1([N:13]([CH3:12])[C:2]2[C:3]3[CH:10]=[CH:9][NH:8][C:4]=3[N:5]=[CH:6][CH:7]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

참가 물질

4

반응물 2

HCID 3050118Cyclohexylamine, N-methyl-, hydrochlorideHCID 113894934-Chloro-1H-pyrrolo[2,3-b]pyridine

생성물 1

HCID 67277979HCID 67277979, 화합물수율 14.8%

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
180 °C

실험 절차

4-Chloro-1H-pyrrolo[2,3-b]pyridine (224 mg) and N-methylcyclohexanamine hydrochloride (1.1g) was combined and stirred at 180° C. for 5 hours under nitrogen atmosphere. After cooled, the reaction mixture was dissolved in chloroform (20ml), washed with saturated aqueous sodium hydrogencarbonate (10ml) and brine, dried over MgSO4, and evaporated in vacuo to give crude red oil. The residue was purified by flash column chromatography over NH-silica gel with a EtOAc as eluant. The fractions containing the object compound were combined, and evaporated under reduced pressure. The residue was washed with ether to give N-cyclohexyl-N-methyl-1H-pyrrolo[2,3-b]pyridin-4-amine (49.8 mg) as a pale yellow solid.

후처리

  1. temperatureAfter cooled
  2. washwashed with saturated aqueous sodium hydrogencarbonate (10ml) and brine
  3. dry with materialdried over MgSO4
  4. customevaporated in vacuo
  5. customto give crude red oil
  6. customThe residue was purified by flash column chromatography over NH-silica gel with a EtOAc as eluant
  7. additionThe fractions containing the object compound
  8. customevaporated under reduced pressure
  9. washThe residue was washed with ether

출처 및 근거

ORD 기록
ord-3482f81051cf47b092af7c10e5835dde
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163767B2

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