1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → {4-[6-(4-tert-butylphenylcarbamoyl)-1H-benzoimidazol-2-yl]-3,5-dimethylphenoxy}-acetic acid methyl ester

HRID 1515037노트

반응식

HRID 1515037 반응식
[CH3:1][O:2][C:3]([CH2:5][O:6][C:7]1[CH:12]=[C:11]([CH3:13])[C:10]([C:14]2[NH:15][C:16]3[CH:22]=[C:21]([C:23]([OH:25])=O)[CH:20]=[CH:19][C:17]=3[N:18]=2)=[C:9]([CH3:26])[CH:8]=1)=[O:4].[C:27](NC1C=CC=CC=1)([CH3:30])([CH3:29])[CH3:28].CCN=C=NCCCN(C)C.[CH:49]1[CH:50]=[CH:51][C:52]2N(O)N=[N:55][C:53]=2[CH:54]=1>CN(C=O)C>[CH3:1][O:2][C:3](=[O:4])[CH2:5][O:6][C:7]1[CH:8]=[C:9]([CH3:26])[C:10]([C:14]2[NH:15][C:16]3[CH:22]=[C:21]([C:23](=[O:25])[NH:55][C:53]4[CH:54]=[CH:49][C:50]([C:27]([CH3:30])([CH3:29])[CH3:28])=[CH:51][CH:52]=4)[CH:20]=[CH:19][C:17]=3[N:18]=2)=[C:11]([CH3:13])[CH:12]=1

참가 물질

6

반응물 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 254260N-(1,1-Dimethylethyl)benzenamineHCID 669656912-(4-methoxycarbonylmethoxy-2,6-dimethylphenyl)-3H-benzoimidazole-5-carboxylic acid

생성물 1

HCID 66965814{4-[6-(4-tert-butylphenylcarbamoyl)-1H-benzoimidazol-2-yl]-3,5-dimethylphenoxy}-acetic acid methyl ester

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2-(4-methoxycarbonylmethoxy-2,6-dimethylphenyl)-3H-benzoimidazole-5-carboxylic acid (0.3 g, 0.847 mmol) in DMF (6 mL) was added t-butylaniline (0.1338 mL, 0.847 mmol), EDCI (0.1953 g, 1.02 mmol) and HOBt (0.1374 g, 1.02 mmol). The brown solution was stirred at ambient temperature for 18 h. The mixture was extracted with EtOAc, then washed with water, brine, and dried with Na2SO4. The solvent was removed under reduced pressure and the residue purified on silica gel using MeCN/methylene chloride (1:1) to give {4-[6-(4-tert-butylphenylcarbamoyl)-1H-benzoimidazol-2-yl]-3,5-dimethylphenoxy}-acetic acid methyl ester.

후처리

  1. extractionThe mixture was extracted with EtOAc
  2. washwashed with water, brine
  3. dry with materialdried with Na2SO4
  4. customThe solvent was removed under reduced pressure
  5. customthe residue purified on silica gel

출처 및 근거

ORD 기록
ord-3dc47eda7f9947dbb9742f78536138fb
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08222248B2

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