HRID1857615

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-c1cccc(Br)c1

HCID54710246

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N1CCCCC1CCOc1c(-c2cccc(Br)c2)c(=O)[nH]c2cc(Cl)c([N+](=O)[O-])cc12

HCID54309467

未命名化合物

收率 60%

PROCEDURE

实验过程

To a solution of 3-(3-bromophenyl)-7-chloro-4-hydroxy-6-nitro-1H-quinolin-2-one (100 mg in 4.0 mL of tetrahydrofuran) at 0° C. was added 64 mg of 2-(2-hydroxyethyl)-piperidine-1-carboxylic acid tert-butyl ester and 93 mg of triphenylphosphine followed by 0.050 mL of diethyl azodicarboxylate and the mixture warmed to room temperature. After 20 hours, the solvents were removed in vacuo and the residue purified by flash chromatography on silica gel (hexane:ethylacetate, 2:1) to give the title compound (92 mg).

WORKUP

后处理

customthe solvents were removed in vacuo
customthe residue purified by flash chromatography on silica gel (hexane:ethylacetate, 2:1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-d2a52b1c8bfe48ae9cbef74699dec539
来源数据集: uspto-grants-2000_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06147088
来源说明: uspto-grants-2000_11

反应 SMILES

[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[C:9](=[O:23])[NH:10][C:11]3[C:16]([C:17]=2[OH:18])=[CH:15][C:14]([N+:19]([O-:21])=[O:20])=[C:13]([Cl:22])[CH:12]=3)[CH:5]=[CH:6][CH:7]=1.[C:24]([O:28][C:29]([N:31]1[CH2:36][CH2:35][CH2:34][CH2:33][CH:32]1[CH2:37][CH2:38]O)=[O:30])([CH3:27])([CH3:26])[CH3:25].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>>[C:24]([O:28][C:29]([N:31]1[CH2:36][CH2:35][CH2:34][CH2:33][CH:32]1[CH2:37][CH2:38][O:18][C:17]1[C:16]2[C:11](=[CH:12][C:13]([Cl:22])=[C:14]([N+:19]([O-:21])=[O:20])[CH:15]=2)[NH:10][C:9](=[O:23])[C:8]=1[C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=1)=[O:30])([CH3:27])([CH3:26])[CH3:25]