HRID929373

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7397

p-Toluenesulfonyl chloride

C7H7ClO2S

HCID81531

Diisopropylethylamine

C8H19N

结构：Cc1nc2ncccc2cc1C(=O)NCc1ccc(COCCO)c(F)c1

HCID89647281

未命名化合物

PRODUCTS

生成物

结构：Cc1ccc(S(=O)(=O)OCCOCc2ccc(CNC(=O)c3cc4cccnc4nc3C)cc2F)cc1

HCID89647214

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID14284

N,N-Dimethylpyridin-4-amine

C7H10N2

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

25 mg tosylchloride (0.13 mmol) was added to a solution of 40 mg N-[[3-fluoro-4-(2-hydroxyethoxymethyl)phenyl]methyl]-2-methyl-1,8-naphthyridine-3-carboxamide (0.11 mmol), 23 μl diisopropylethylamine (6.13 mmol) and 13 mg DMAP (0.11 mmol) in 1.0 ml CH2Cl2 at room temperature. The solution was stirred for 2 h. The reaction mixture was placed directly on a SiO2 column and purified by flash chromatography (CH2Cl2/MeOH 50:1). Gave 52 mg (90%).

WORKUP

后处理

custompurified by flash chromatography (CH2Cl2/MeOH 50:1)
customGave 52 mg (90%)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-1d79f9b126834bdcbf2b29e8a04c46f2
来源数据集: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09295738B2
来源说明: uspto-grants-2016_03

反应 SMILES

[S:1](Cl)([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2].[F:12][C:13]1[CH:14]=[C:15]([CH2:24][NH:25][C:26]([C:28]2[C:29]([CH3:38])=[N:30][C:31]3[C:36]([CH:37]=2)=[CH:35][CH:34]=[CH:33][N:32]=3)=[O:27])[CH:16]=[CH:17][C:18]=1[CH2:19][O:20][CH2:21][CH2:22][OH:23].C(N(C(C)C)CC)(C)C>CN(C1C=CN=CC=1)C.C(Cl)Cl>[CH3:8][C:7]1[CH:9]=[CH:10][C:4]([S:1]([O:23][CH2:22][CH2:21][O:20][CH2:19][C:18]2[CH:17]=[CH:16][C:15]([CH2:24][NH:25][C:26]([C:28]3[C:29]([CH3:38])=[N:30][C:31]4[C:36]([CH:37]=3)=[CH:35][CH:34]=[CH:33][N:32]=4)=[O:27])=[CH:14][C:13]=2[F:12])(=[O:3])=[O:2])=[CH:5][CH:6]=1