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

HRID 1515037ノート

反応式

HRID 1515037 の反応式
[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

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3dc47eda7f9947dbb9742f78536138fb
出典データセット
uspto-grants-2012_07
特許番号
US08222248B2

反応ノート

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