반응식
C(N(CC)CC)C.[Cl:8][C:9]1[C:18]2[N:19]=[C:20]([CH2:27][O:28][CH2:29][CH3:30])[N:21]([CH2:22][CH2:23][CH2:24][C:25]#[CH:26])[C:17]=2[C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N:10]=1.[OH:31][N:32]=[C:33](Cl)[CH3:34].C(=NO)C.ClN1C(=O)CCC1=O>C1COCC1>[Cl:8][C:9]1[C:18]2[N:19]=[C:20]([CH2:27][O:28][CH2:29][CH3:30])[N:21]([CH2:22][CH2:23][CH2:24][C:25]3[O:31][N:32]=[C:33]([CH3:34])[CH:26]=3)[C:17]=2[C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N:10]=1참가 물질
반응물 5
생성물 1
시약·촉매·용매 1
실험 절차
In the presence of triethylamine (5.2 mL, 10.7 mmol) in a solution of THF (50 mL), 4-chloro-2-(ethoxymethyl)-1-pent-4-ynyl-1H-imidazo[4,5-c]quinoline (prepared as described in Part F of Example 6, 3.50 g, 10.7 mmol) was reacted with N-hydroxyethanimidoyl chloride that was generated from acetaldehyde oxime (1.90 g, 32.1 mmol) and N-chlorosuccinimide (4.30 g, 32.1 mmol) using the method described in Part B of Example 5. The crude product was purified by flash chromatography (silica gel, gradient elution with 4:1 to 2:3 hexanes/ethyl acetate). The appropriate fractions were combined and concentrated to provide a solid that was triturated with diethylether. The solid was isolated by filtration and dried to yield 4-chloro-2-(ethoxymethyl)-1-[3-(3-methylisoxazol-5-yl)propyl]-1H-imidazo[4,5-c]quinoline (1.87 g) as a white solid.
후처리
- customThe crude product was purified by flash chromatography (silica gel, gradient elution with 4:1 to 2:3 hexanes/ethyl acetate)
- concentrationconcentrated
- customto provide a solid
- customthat was triturated with diethylether
- customThe solid was isolated by filtration
- customdried
출처 및 근거
- ORD 기록
- ord-2d6b845010d44119a08622be89d90e3c
- 출처 데이터셋
- uspto-grants-2011_03
- 특허 번호
- US07915281B2
연결된 노트
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