HRID1858167

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11776

Triphenylphosphine

C18H15P

HCID220568

Diethyl azodicarboxylate

C6H10N2O4

HCID5103438

Tert-butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate

C12H23NO3

结构：O=c1[nH]c2cc(Cl)c([N+](=O)[O-])cc2c(O)c1-c1cccs1

HCID54711971

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N1CCCCC1CCOc1c(-c2cccs2)c(=O)[nH]c2cc(Cl)c([N+](=O)[O-])cc12

HCID53693923

未命名化合物

收率 53.2%

PROCEDURE

实验过程

To a solution of 7-chloro-4-hydroxy-6-nitro-3-thiophen-2-yl-1H-quinolin-2-one (50 mg in 2.5 mL of tetrahydrofuran) at 0° C. was added 44 mg of 2-(2-hydroxyethyl)-piperidine-1-carboxylic acid tert-butyl ester and 63 mg of triphenylphosphine followed by 0.04 mL of diethyl azodicarboxylate and the mixture warmed to room temperature. After 24 hours, the solvents were removed in vacuo and the residue purified by flash chromatography on silica gel (hexane:ethyl acetate, 90:10; then 80:20; then 60:40) to give the title compound (44 mg).

WORKUP

后处理

customthe solvents were removed in vacuo
customthe residue purified by flash chromatography on silica gel (hexane

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-f33908aa73e14597b837dc2be8856c51
来源数据集: uspto-grants-2000_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06150522
来源说明: uspto-grants-2000_11

反应 SMILES

[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:18])=[C:7]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)[C:8](=[O:12])[NH:9]2)=[CH:4][C:3]=1[N+:19]([O-:21])=[O:20].[C:22]([O:26][C:27]([N:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH:30]1[CH2:35][CH2:36]O)=[O:28])([CH3:25])([CH3:24])[CH3:23].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>>[C:22]([O:26][C:27]([N:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH:30]1[CH2:35][CH2:36][O:18][C:6]1[C:5]2[C:10](=[CH:11][C:2]([Cl:1])=[C:3]([N+:19]([O-:21])=[O:20])[CH:4]=2)[NH:9][C:8](=[O:12])[C:7]=1[C:13]1[S:14][CH:15]=[CH:16][CH:17]=1)=[O:28])([CH3:25])([CH3:24])[CH3:23]