Hydrochloric Acid → 1-Cyclohexyl-2-[2-(4-quinolyl)-6-quinolyl]benzimidazole-5-carboxylic acid

HRID 1788582노트

반응식

HRID 1788582 반응식
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11](=O)[CH3:12])=[CH:3][CH:2]=1.C([O:16][C:17]([C:19]1[CH:42]=[CH:41][C:22]2[N:23]([CH:35]3[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]3)[C:24]([C:26]3[CH:31]=[CH:30][C:29]([NH2:32])=[C:28]([CH:33]=O)[CH:27]=3)=[N:25][C:21]=2[CH:20]=1)=[O:18])C.[OH-].[K+].Cl>C(O)C>[N:32]1[C:29]2[C:28](=[CH:27][C:26]([C:24]3[N:23]([CH:35]4[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40]4)[C:22]4[CH:41]=[CH:42][C:19]([C:17]([OH:18])=[O:16])=[CH:20][C:21]=4[N:25]=3)=[CH:31][CH:30]=2)[CH:33]=[CH:12][C:11]=1[C:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[N:1]=[CH:2][CH:3]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 123401901-(Quinolin-4-yl)ethan-1-oneHCID 866003822-(4-amino-3-formyl-phenyl)-1-cyclohexyl-1H-benzoimidazole-5-carboxylic acid ethyl ester

생성물 1

HCID 52760431-Cyclohexyl-2-[2-(4-quinolyl)-6-quinolyl]benzimidazole-5-carboxylic acid수율 19.3%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
75 °C

실험 절차

(1-Quinolin-4-yl-ethanone (43 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 then added. The reaction was stirred at 75° C. overnight. The reaction was acidified with 4N hydrochloric acid, extracted three times with ethyl acetate, and the organic extracts were dried with sodium sulfate and then evaporated. Purification via reverse-phase HPLC gave 24 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-4019479c4c134858b9dfdacc9546d653
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07511145B2

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