Chloroacetyl chloride → Methyl 2-(4-((N-(3-(4-amino-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl)propyl)-2-(piperidin-1-yl)acetamido)methyl)phenyl)acetate

HRID 2090265노트

반응식

HRID 2090265 반응식
[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:31][CH2:32][O:33][CH3:34])[N:14]([CH2:15][CH2:16][CH2:17][NH:18][CH2:19][C:20]3[CH:25]=[CH:24][C:23]([CH2:26][C:27]([O:29][CH3:30])=[O:28])=[CH:22][CH:21]=3)[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1.Cl[CH2:36][C:37](Cl)=[O:38].[NH:40]1[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]1>CC#N>[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:31][CH2:32][O:33][CH3:34])[N:14]([CH2:15][CH2:16][CH2:17][N:18]([CH2:19][C:20]3[CH:21]=[CH:22][C:23]([CH2:26][C:27]([O:29][CH3:30])=[O:28])=[CH:24][CH:25]=3)[C:37](=[O:38])[CH2:36][N:40]3[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]3)[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1

참가 물질

5

반응물 3

HCID 6577Chloroacetyl chlorideHCID 8082PiperidineHCID 68430910Methyl 2-(4-((3-(4-amino-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl)propylamino)methyl)phenyl)acetate

생성물 1

HCID 25107055Methyl 2-(4-((N-(3-(4-amino-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl)propyl)-2-(piperidin-1-yl)acetamido)methyl)phenyl)acetate수율 9.6%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To the product from step (v) (180 mg) in MeCN (5 mL), 2-chloroacetyl chloride (44.0 mg) was added at 0° C. and stirred for 7 h. Piperidine (332 mg) was added and stirred at rt for 15 h. The solvent was removed and the crude product was purified by RPHPLC. The resulting residue was triturated with diethyl ether to afford the title compound as a white solid (22 mg).

후처리

  1. stirringstirred at rt for 15 h
  2. customThe solvent was removed
  3. customthe crude product was purified by RPHPLC
  4. customThe resulting residue was triturated with diethyl ether

출처 및 근거

ORD 기록
ord-96dbce1757e54364b6f887aa183c66cd
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436178B2

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