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

HRID 2371269
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HRID 2371269 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-0ccd59dfafcd4ec08035bbe8a2c48a1e
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08710236B2

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