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 1788608노트

반응식

HRID 1788608 반응식
[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

참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
75 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c81dd56e7d224caf9b58cfef39785b59
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07511145B2

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