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 2090265ノート

反応式

HRID 2090265 の反応式
[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

参加物

5

反応物 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

生成物 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)acetate収率 9.6%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-96dbce1757e54364b6f887aa183c66cd
出典データセット
uspto-grants-2013_05
特許番号
US08436178B2

反応ノート

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