Triethylamine → 5-(N-(3-((N-(Biphenyl-4-ylmethyl)-3,5-dichloro-2-hydroxyphenylsulfonamido)methyl)benzyl)sulfamoyl)-2-methylbenzoic acid

HRID 1889653

반응식

HRID 1889653 반응식
[NH2:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:33]=[CH:34][CH:35]=1)[CH2:6][N:7]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[CH:23][CH:22]=1)[S:8]([C:11]1[CH:16]=[C:15]([Cl:17])[CH:14]=[C:13]([Cl:18])[C:12]=1[OH:19])(=[O:10])=[O:9].CCN(CC)CC.Cl[S:44]([C:47]1[CH:48]=[CH:49][C:50]([CH3:56])=[C:51]([CH:55]=1)[C:52]([OH:54])=[O:53])(=[O:46])=[O:45]>C(Cl)Cl>[C:24]1([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:25]=[CH:26][C:21]([CH2:20][N:7]([CH2:6][C:5]2[CH:4]=[C:3]([CH:35]=[CH:34][CH:33]=2)[CH2:2][NH:1][S:44]([C:47]2[CH:48]=[CH:49][C:50]([CH3:56])=[C:51]([CH:55]=2)[C:52]([OH:54])=[O:53])(=[O:46])=[O:45])[S:8]([C:11]2[CH:16]=[C:15]([Cl:17])[CH:14]=[C:13]([Cl:18])[C:12]=2[OH:19])(=[O:10])=[O:9])=[CH:22][CH:23]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 3084495-(Chlorosulfonyl)-2-methylbenzoic acidHCID 58531388N-(3-(Aminomethyl)benzyl)-N-(biphenyl-4-ylmethyl)-3,5-dichloro-2-hydroxybenzenesulfonamide

생성물 1

HCID 666165055-(N-(3-((N-(Biphenyl-4-ylmethyl)-3,5-dichloro-2-hydroxyphenylsulfonamido)methyl)benzyl)sulfamoyl)-2-methylbenzoic acid수율 58.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of N-(3-(aminomethyl)benzyl)-N-(biphenyl-4-ylmethyl)-3,5-dichloro-2-hydroxybenzenesulfonamide (50 mg, 0.095 mmol) and Et3N (0.13 mL) in CH2Cl2 (4 mL) was added a solid of 5-(chlorosulfonyl)-2-methylbenzoic acid (22.24 mg, 0.095 mmol) at rt and it was stirred at it for 70 min. Direct purification of the mixture after concentration by prep HPLC provided the desired product (40 mg, 58.1%) as a white solid after lyophilization. 1H NMR (CD3OD): δ 8.17 (d, J=2.0 Hz, 1H), 7.93 (dd, J=8.3, 2.2 Hz, 1H), 7.56˜6.90 (m, 15H), 6.76 (s, 1H), 4.34 (s, 2H), 4.31 (s, 2H), 3.87 (s, 2H), 2.52 (s, 3H); MS (ESI): (M+H)+=725.

후처리

  1. customDirect purification of the mixture
  2. concentrationafter concentration by prep HPLC

출처 및 근거

ORD 기록
ord-70127a297d67473496f5e005ad3600ef
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501992B2

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