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Benzylamine → N-Benzyl-3-[benzyl-(1-methyl-1H-imidazole-4-sulfonyl)-amino]-benzamide

HRID 1186258
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HRID 1186258 반응식
[CH2:1]([N:8]([S:18]([C:21]1[N:22]=[CH:23][N:24]([CH3:26])[CH:25]=1)(=[O:20])=[O:19])[C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12](O)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C.[CH2:60]([NH2:67])[C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=1>C(#N)C>[CH2:60]([NH:67][C:12](=[O:13])[C:11]1[CH:15]=[CH:16][CH:17]=[C:9]([N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[S:18]([C:21]2[N:22]=[CH:23][N:24]([CH3:26])[CH:25]=2)(=[O:20])=[O:19])[CH:10]=1)[C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=1
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참가 물질

6

반응물 4

HCID 7504BenzylamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 673189643-[Benzyl-(1-methyl-1H-imidazole-4-sulfonyl)-amino]-benzoic acid

생성물 1

HCID 46182503N-Benzyl-3-[benzyl-(1-methyl-1H-imidazole-4-sulfonyl)-amino]-benzamide
수율 4.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

3-[Benzyl-(1-methyl-1H-imidazole-4-sulfonyl)-amino]-benzoic acid (50 mg, 1.3 mmol), HATU (77 mg, 0.2 mmol), diisopropylethylamine (74 μL, 0.4 mmol) and benzylamine (22 μL, 0.2 mmol) were heated in dry acetonitrile under nitrogen at 60° C. for 18 hrs. After cooling, solvent was removed in vacuo and the residue purified by preparative TLC (100% ethyl acetate), to afford the title compound as a colourless oil (4.3 mg). HPLC retention time 5.46 min. Mass spectrum (ES+) m/z 462 (M+H).

후처리

  1. temperatureAfter cooling
  2. customsolvent was removed in vacuo
  3. customthe residue purified by preparative TLC (100% ethyl acetate)

출처 및 근거

ORD 기록
ord-58123a06ab0c42a68f130305cabd0489
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08673901B2

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