Hydrochloric Acid → 2-[2-[8-(4-chlorophenyl)-3,4-dihydro-2H-1,5-benzodioxepin-7-yl]-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid

HRID 1788608ノート

反応式

HRID 1788608 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:19](=O)[CH3:20])=[CH:10][C:11]3[O:17][CH2:16][CH2:15][CH2:14][O:13][C:12]=3[CH:18]=2)=[CH:4][CH:3]=1.C([O:24][C:25]([C:27]1[CH:50]=[CH:49][C:30]2[N:31]([CH:43]3[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]3)[C:32]([C:34]3[CH:39]=[CH:38][C:37]([NH2:40])=[C:36]([CH:41]=O)[CH:35]=3)=[N:33][C:29]=2[CH:28]=1)=[O:26])C.[OH-].[K+].Cl>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:9]([C:19]3[CH:20]=[CH:41][C:36]4[C:37](=[CH:38][CH:39]=[C:34]([C:32]5[N:31]([CH:43]6[CH2:44][CH2:45][CH2:46][CH2:47][CH2:48]6)[C:30]6[CH:49]=[CH:50][C:27]([C:25]([OH:26])=[O:24])=[CH:28][C:29]=6[N:33]=5)[CH:35]=4)[N:40]=3)=[CH:10][C:11]3[O:17][CH2:16][CH2:15][CH2:14][O:13][C:12]=3[CH:18]=2)=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 689242611-[8-(4-Chloro-phenyl)-3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl]-ethanoneHCID 866003822-(4-amino-3-formyl-phenyl)-1-cyclohexyl-1H-benzoimidazole-5-carboxylic acid ethyl ester

生成物 1

HCID 52761502-[2-[8-(4-chlorophenyl)-3,4-dihydro-2H-1,5-benzodioxepin-7-yl]-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid収率 83.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
75 °C

実験手順

1-[8-(4-Chloro-phenyl)-3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl]-ethanone (76 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 132 mg of the title compound.

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-c81dd56e7d224caf9b58cfef39785b59
出典データセット
uspto-grants-2009_03
特許番号
US07511145B2

反応ノート

読み込み中…