반응 #73060

ord-0a5f2279cb5c43239693c5ffe843028c

반응 방정식

Cl
hydrochloric acid
CCOCc1nc2cnc3ccccc3c2n1CC1(NC(=O)OC(C)(C)C)CCOCC1
tert-Butyl {4-[(2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)methyl]tetrahydropyran-4-yl}carbamate
O=C1CCOCC1
tetrahydro-4H-pyran-4-one
O=C1CCCCC1
cyclohexanone
CCOCc1nc2cnc3ccccc3c2n1CC1(N)CCOCC1
4-[(2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)methyl]tetrahydropyran-4-amine

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타prepared
  2. 2
    온도was heated
  3. 3
    온도at reflux for 4 hours
  4. 4
    농축was then concentrated under reduced pressure
  5. 5
    기타A solid was isolated by filtration

실험 절차

Under a nitrogen atmosphere, a mixture of tert-Butyl {4-[(2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)methyl]tetrahydropyran-4-yl}carbamate (3.0 g, prepared according to the general methods of Parts A through F of Example 54 using tetrahydro-4H-pyran-4-one in lieu of cyclohexanone in Part A), hydrochloric acid (12.2 mL of 2.8 M in ethanol), and ethanol (18 mL) was heated at reflux for 4 hours. The reaction mixture was allowed to cool to ambient temperature and was then concentrated under reduced pressure. The residue was combined with isopropanol (100 mL). A solid was isolated by filtration to provide 2.56 g of 4-[(2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)methyl]tetrahydropyran-4-amine as a tan solid.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08541438B2uspto-grants-2013_09