3-糠酸 → HCID 178461996，化合物

HRID 46160

反应方程式

HRID 46160 反应方程式
[CH:1]1([NH:4][CH2:5][CH2:6][CH2:7][C:8]2([CH3:27])[S:12][C:11]([NH:13][C@H:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22]([F:25])([F:24])[F:23])[CH3:15])=[N:10][C:9]2=[O:26])[CH2:3][CH2:2]1.[O:28]1[CH:32]=[CH:31][C:30]([C:33](O)=[O:34])=[CH:29]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(CC)C(C)C)(C)C>CN(C=O)C>[CH:1]1([N:4]([CH2:5][CH2:6][CH2:7][C:8]2([CH3:27])[S:12][C:11]([NH:13][C@H:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22]([F:23])([F:25])[F:24])[CH3:15])=[N:10][C:9]2=[O:26])[C:33]([C:30]2[CH:31]=[CH:32][O:28][CH:29]=2)=[O:34])[CH2:2][CH2:3]1

参与物

6

反应物 4

HCID 102683-糠酸HCID 81531N,N-二异丙基乙胺HCID 27332072-(1H-苯并三偶氮L-1-基)-1,1,3,3-四甲基脲四氟硼酸酯HCID 178461995HCID 178461995，化合物

产物 1

HCID 178461996HCID 178461996，化合物

试剂、催化剂与溶剂 1

HCID 6228N,N-二甲基甲酰胺溶剂

实验过程

The mixture of 5-(3-(cyclopropylamino)propyl)-5-methyl-2-((S)-1-(2-(trifluoromethyl)-phenyl)ethylamino)thiazol-4(5H)-one (0.106 g, 0.265 mmol), 3-furoic acid (0.0297 g, 0.265 mmol), TBTU (0.0895 g, 0.279 mmol), and N,N-diisopropylethylamine (0.0555 ml, 0.318 mmol) in DMF (3.0 mL) was stirred at ambient temp. overnight. The mixture was partitioned between EtOAc and Na2CO3 (aq), and the combined organic portions were washed with brine. The solvents were removed in vacuo, and the residue was purified by flash column chromatography (0 to 100% of EtOAc in hexanes) to give the title compound as a white solid. MS m/z: 494.1 (M+H)+.

后处理

  1. customThe mixture was partitioned between EtOAc and Na2CO3 (aq)
  2. washthe combined organic portions were washed with brine
  3. customThe solvents were removed in vacuo
  4. customthe residue was purified by flash column chromatography (0 to 100% of EtOAc in hexanes)

来源与证据

ORD记录
ord-3ffbf3b2e5b44cd2845d9281c95246be
来源数据集
uspto-grants-2013_09
专利号
US08541592B2

关联笔记

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