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Taurine → 2-(4-{[(4-Benzofuran-2-yl-phenylcarbamoyl)-(4-tert-butyl-phenyl)-methyl]-methyl-amino}-benzoylamino)-ethanesulfonic Acid

HRID 2371269
ノート
印刷プレビュー

反応式

HRID 2371269 の反応式
[O:1]1[C:6]2=[CH:7][CH:8]=[CH:9][C:5]2=[CH:4][CH:3]=[C:2]1[N:10]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:11]([CH:13]([N:24]([CH3:34])[C:25]1[CH:33]=[CH:32][C:28]([C:29](O)=[O:30])=[CH:27][CH:26]=1)[C:14]1[CH:19]=[CH:18][C:17]([C:20]([CH3:23])([CH3:22])[CH3:21])=[CH:16][CH:15]=1)=[O:12].C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.[NH2:62][CH2:63][CH2:64][S:65]([OH:68])(=[O:67])=[O:66].CCN(C(C)C)C(C)C>CN(C=O)C>[O:1]1[C:6]2=[CH:7][CH:8]=[CH:9][C:5]2=[CH:4][CH:3]=[C:2]1[N:10]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:11]([CH:13]([N:24]([CH3:34])[C:25]1[CH:26]=[CH:27][C:28]([C:29]([NH:62][CH2:63][CH2:64][S:65]([OH:68])(=[O:67])=[O:66])=[O:30])=[CH:32][CH:33]=1)[C:14]1[CH:15]=[CH:16][C:17]([C:20]([CH3:23])([CH3:22])[CH3:21])=[CH:18][CH:19]=1)=[O:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 1123TaurineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 674860264-{[(4-Benzofuran-2-yl-phenylcarbamoyl)-(4-tert-butyl-phenyl)-methyl]-methyl-amino}-benzoic Acid

生成物 1

HCID 86669787
2-(4-{[(4-Benzofuran-2-yl-phenylcarbamoyl)-(4-tert-butyl-phenyl)-methyl]-methyl-amino}-benzoylamino)-ethanesulfonic Acid
収率 94.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

4-{[(4-Benzofuran-2-yl-phenylcarbamoyl)-(4-tert-butyl-phenyl)-methyl]-methyl-amino}-benzoic acid (110 mg, 0.2 mmol), was taken up in 3 mL of DMF followed by addition of HOBt (79 mg, 0.52 mmol) and EDCI (99 mg, 0.52 mmol). The reaction was stirred at RT for 30 min, taurine (103 mg, 0.083 mmol) was added followed by Hunig's base (107 mg, 0.083 mmol) and allowed to stir an additional 16 h at RT. The solution was filtered through a frit and the DMF was subjected to reverse phase HPLC purification. After removal acetonitrile/water under reduced pressure, followed by trituration with methanol, gave a white solid (50 mg, 39%).

後処理

  1. stirringto stir an additional 16 h at RT
  2. filtrationThe solution was filtered through a frit
  3. customphase HPLC purification
  4. customAfter removal acetonitrile/water under reduced pressure

出典と根拠

ORDレコード
ord-0ccd59dfafcd4ec08035bbe8a2c48a1e
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08710236B2

反応ノート

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