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

HRID 1788584노트

반응식

HRID 1788584 반응식
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]2[C:11]([C:12](=O)[CH3:13])=[CH:10][C:9]([N+:15]([O-:17])=[O:16])=[CH:8][CH:7]=2)=[CH:4][CH:3]=1.C([O:22][C:23]([C:25]1[CH:48]=[CH:47][C:28]2[N:29]([CH:41]3[CH2:46][CH2:45][CH2:44][CH2:43][CH2:42]3)[C:30]([C:32]3[CH:37]=[CH:36][C:35]([NH2:38])=[C:34]([CH:39]=O)[CH:33]=3)=[N:31][C:27]=2[CH:26]=1)=[O:24])C.[OH-].[K+].Cl>C(O)C>[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]2[C:11]([C:12]3[CH:13]=[CH:39][C:34]4[C:35](=[CH:36][CH:37]=[C:32]([C:30]5[N:29]([CH:41]6[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46]6)[C:28]6[CH:47]=[CH:48][C:25]([C:23]([OH:24])=[O:22])=[CH:26][C:27]=6[N:31]=5)[CH:33]=4)[N:38]=3)=[CH:10][C:9]([N+:15]([O-:17])=[O:16])=[CH:8][CH:7]=2)=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 860270631-(4'-Chloro-4-nitro-biphen-2-yl)-ethanoneHCID 866003822-(4-amino-3-formyl-phenyl)-1-cyclohexyl-1H-benzoimidazole-5-carboxylic acid ethyl ester

생성물 1

HCID 52760592-[2-[2-(4-Chlorophenyl)-5-nitro-phenyl]-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid수율 22.6%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
75 °C

실험 절차

1-(4′-Chloro-4-nitro-biphen-2-yl)-ethanone (69 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 34 mg product.

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-4f538b2ec01b4155a5f2694438a7c789
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07511145B2

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