Hydrochloric Acid → 2-[2-[2-(4-Chlorophenyl)-5-fluoro-phenyl]-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid

HRID 1788605ノート

反応式

HRID 1788605 の反応式
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]2[C:11]([C:12](=O)[CH3:13])=[CH:10][C:9]([F:15])=[CH:8][CH:7]=2)=[CH:4][CH:3]=1.C([O:20][C:21]([C:23]1[CH:46]=[CH:45][C:26]2[N:27]([CH:39]3[CH2:44][CH2:43][CH2:42][CH2:41][CH2:40]3)[C:28]([C:30]3[CH:35]=[CH:34][C:33]([NH2:36])=[C:32]([CH:37]=O)[CH:31]=3)=[N:29][C:25]=2[CH:24]=1)=[O:22])C.[OH-].[K+].Cl>C(O)C>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]2[C:11]([C:12]3[CH:13]=[CH:37][C:32]4[C:33](=[CH:34][CH:35]=[C:30]([C:28]5[N:27]([CH:39]6[CH2:40][CH2:41][CH2:42][CH2:43][CH2:44]6)[C:26]6[CH:45]=[CH:46][C:23]([C:21]([OH:22])=[O:20])=[CH:24][C:25]=6[N:29]=5)[CH:31]=4)[N:36]=3)=[CH:10][C:9]([F:15])=[CH:8][CH:7]=2)=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 860272381-(4'-Chloro-4-fluoro-biphen-2-yl)-ethanoneHCID 866003822-(4-amino-3-formyl-phenyl)-1-cyclohexyl-1H-benzoimidazole-5-carboxylic acid ethyl ester

生成物 1

HCID 52761482-[2-[2-(4-Chlorophenyl)-5-fluoro-phenyl]-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid収率 58.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
75 °C

実験手順

1-(4′-Chloro-4-fluoro-biphen-2-yl)-ethanone (62 mg, 0.25 mmol) and 2-(4-amino-3-formyl-phenyl)-1-cyclohexyl-1H-benzoimidazole-5-carboxylic acid ethyl ester (98 mg, 0.25 mmol) were dissolved in 500 μL ethanol and 500 μL 10% ethanolic KOH were added. The reaction was stirred at 75° C. overnight. The reaction was acidified with 4N hydrochloric acid, extracted three times with ethyl acetate, the organic extracts were dried with sodium sulfate and then evaporated. Purification via reverse-phase HPLC gave 84 mg product.

後処理

  1. extractionextracted three times with ethyl acetate
  2. dry with materialthe organic extracts were dried with sodium sulfate
  3. customevaporated
  4. customPurification via reverse-phase HPLC

出典と根拠

ORDレコード
ord-8352f928c7e34d6bb53ce46f2706993e
出典データセット
uspto-grants-2009_03
特許番号
US07511145B2

反応ノート

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