1,1,1-Trimethoxybutane → 4-[(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)methyl]tetrahydro-2H-pyran-4-ol

HRID 44750

반응식

HRID 44750 반응식
CO[C:3](OC)(OC)[CH2:4][CH2:5][CH3:6].Cl.N1C=CC=CC=1.[NH2:18][C:19]1[CH:20]=[N:21][C:22]2[C:27]([C:28]=1[NH:29][CH2:30][C:31]1([OH:37])[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1)=[CH:26][CH:25]=[CH:24][CH:23]=2>C1(C)C=CC=CC=1>[CH2:4]([C:3]1[N:29]([CH2:30][C:31]2([OH:37])[CH2:36][CH2:35][O:34][CH2:33][CH2:32]2)[C:28]2[C:27]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[N:21]=[CH:20][C:19]=2[N:18]=1)[CH2:5][CH3:6]

참가 물질

5

반응물 3

HCID 1235121,1,1-TrimethoxybutaneHCID 10176127Pyridinium chlorideHCID 574578244-[(3-Aminoquinolin-4-ylamino)methyl]tetrahydropyran-4-ol

생성물 1

HCID 575154464-[(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)methyl]tetrahydro-2H-pyran-4-ol

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Trimethylorthobutyrate (1.9 mL, 12.0 mmol) and pyridine hydrochloride (58 mg, 0.5 mmol) were added to a suspension of 4-[(3-aminoquinolin-4-ylamino)methyl]tetrahydropyran-4-ol (10.0 mmol) in toluene (50 mL). The reaction mixture was heated at reflux for 4 hours and then concentrated under reduced pressure. The residue was triturated with acetonitrile and the filtered to provide 4-[(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)methyl]tetrahydro-2H-pyran-4-ol as a tan solid.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 4 hours
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was triturated with acetonitrile
  5. filtrationthe filtered

출처 및 근거

ORD 기록
ord-d784a0d893b24f4cb1a6d283804a66d7
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541438B2

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