반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[N+:12]([O-])=O.Cl[C:16]1C2C(=NC=CC=2)N=C[C:17]=1[N+]([O-])=O.[NH2:29][CH2:30][C:31]1([OH:35])[CH2:34][CH2:33][CH2:32]1.[NH2:36]CC1(O)CCCCC1.CC(C)(C)C([O-])([O-])[O-].COC(OC)(OC)CCC>>[NH2:36][C:4]1[C:3]2[N:12]=[C:16]([CH3:17])[N:29]([CH2:30][C:31]3([OH:35])[CH2:34][CH2:33][CH2:32]3)[C:2]=2[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[N:5]=1참가 물질
반응물 6
생성물 1
반응 조건
- 온도
- 90 °C
실험 절차
1-[(4-Amino-2-methyl-1H-imidazo[4,5-c]quinolin-1-yl)methyl]cyclobutanol was prepared according to the general methods of Example 57 using 4-chloro-3-nitroquinoline in lieu of 4-chloro-3-nitronaphthyridine and 1-(aminomethyl)cyclobutanol in lieu of 1-(aminomethyl)cyclohexanol in Part A and trimethylorthoacetate in lieu of trimethylorthobutyrate in Part C. The crude product was triturated sequentially with ethyl acetate, hot chloroform, and acetonitrile, purified by HPFC eluting with a gradient of 0-40% CMA in chloroform, and then suspended in water (100 mL). Concentrated hydrochloric acid (2 mL) was added and the mixture was heated to 90° C. The hot solution was made basic (pH 10) with solid sodium bicarbonate. The solution was allowed to cool to ambient temperature. A precipitate was isolated by filtration, washed well with water, and then dried to provide pure product as a white powder, mp>250.0° C. Anal. Calcd for C16H18N4O C, 68.06; H, 6.43; N, 19.84. Found: C, 67.99; H, 6.54; N, 19.81.
후처리
- customThe crude product was triturated sequentially with ethyl acetate, hot chloroform, and acetonitrile
- custompurified by HPFC
- washeluting with a gradient of 0-40% CMA in chloroform
- additionConcentrated hydrochloric acid (2 mL) was added
- temperatureto cool to ambient temperature
- customA precipitate was isolated by filtration
- washwashed well with water
- customdried
- customto provide pure product as a white powder, mp>250.0° C
출처 및 근거
- ORD 기록
- ord-101543d26e62459fa2ee7f0edc5d0859
- 출처 데이터셋
- uspto-grants-2013_09
- 특허 번호
- US08541438B2
연결된 노트
불러오는 중…