HRID1179320

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID81531

Diisopropylethylamine

C8H19N

HCID83372

Dimethylsulphamoyl chloride

C2H6ClNO2S

2 次

结构：CNCCn1c(=O)c(C(=O)NCc2ccc(F)cc2S(C)(=O)=O)c(O)c2ncccc21

HCID58978004

未命名化合物

PRODUCTS

生成物

结构：CN(C)S(=O)(=O)N(C)CCn1c(=O)c(C(=O)NCc2ccc(F)cc2S(C)(=O)=O)c(O)c2ncccc21

HCID54690747

未命名化合物

PROCEDURE

实验过程

A solution of N-[4-fluoro-2-(methylsulfonyl)benzyl]-4-hydroxy-1-[2-(methylamino)ethyl]-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (0.07 g, 0.16 mmol) in DM (3 mL) was treated with dimethylsulfamoyl chloride (0.44 g, 0.31 mmol) and Hunig's base (0.11 mL, 0.62 mmol) and stirred at room temperature for several hours. Additional dimethylsulfamoyl chloride was added after an hour. The reaction was injected directly onto a reverse phase HPLC column and the compound collected after eluting with a gradient of 95% water/acetonitrile to 5% water acetonitrile. The fractions were combined, evaporated and the crude oil was lyophilized from acetonitrile and water to give the product as a fluffy solid.

WORKUP

后处理

customthe compound collected
washafter eluting with a gradient of 95% water/acetonitrile to 5% water acetonitrile
customevaporated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-00c86d0fe8a3488ba5c265a30318e0fd
来源数据集: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07279487B2
来源说明: uspto-grants-2007_10

反应 SMILES

[F:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:25])[N:12]([CH2:21][CH2:22][NH:23][CH3:24])[C:13]3[C:18]([C:19]=2[OH:20])=[N:17][CH:16]=[CH:15][CH:14]=3)=[O:9])=[C:4]([S:28]([CH3:31])(=[O:30])=[O:29])[CH:3]=1.[CH3:32][N:33]([CH3:38])[S:34](Cl)(=[O:36])=[O:35].CCN(C(C)C)C(C)C>>[CH3:32][N:33]([CH3:38])[S:34]([N:23]([CH3:24])[CH2:22][CH2:21][N:12]1[C:13]2[C:18](=[N:17][CH:16]=[CH:15][CH:14]=2)[C:19]([OH:20])=[C:10]([C:8]([NH:7][CH2:6][C:5]2[CH:26]=[CH:27][C:2]([F:1])=[CH:3][C:4]=2[S:28]([CH3:31])(=[O:30])=[O:29])=[O:9])[C:11]1=[O:25])(=[O:36])=[O:35]