HRID1633747

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：Cc1ccc(S(=O)(=O)[O-])cc1.c1cc[nH+]cc1

HCID466102

未命名化合物

HCID10220585

2-acetylamino-8-amino-6-fluoro-5-methyl-1-tetralone

C13H15FN2O2

结构：CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)CCC1=O

HCID10220900

(4S)-4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione

C13H13NO5

PRODUCTS

生成物

结构：CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2c-1nc1cc(F)c(C)c3c1c2C(NC(C)=O)CC3

HCID12067229

未命名化合物

收率 59.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1140

Toluene

C7H8

CONDITIONS

反应条件

温度: 120 °C

PROCEDURE

实验过程

To 150 mg of 2-acetylamino-8-amino-6-fluoro-5-methyl-1-tetralone and 158 mg of (4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione, 30 ml of toluene and then 150 mg of pyridinium p-toluenesulfonate were added, followed by heating at an external temperature of 120° C. under reflux for 28 hours. After completion of the reaction, the solvent was removed under reduced pressure. Acetone was added to the residue and crystals so precipitated were collected by filtration, whereby 169 mg of the title compound were obtained.

WORKUP

后处理

temperatureunder reflux for 28 hours
customAfter completion of the reaction
customthe solvent was removed under reduced pressure
additionAcetone was added to the residue and crystals
customso precipitated
filtrationwere collected by filtration

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-1102105ca6d04d72a2df4c7e7ed6ebc9
来源数据集: uspto-grants-2003_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06504029B1
来源说明: uspto-grants-2003_01

反应 SMILES

[C:1]([NH:4][CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([NH2:17])[CH:9]=[C:10]([F:16])[C:11]=2[CH3:15])[C:6]1=O)(=[O:3])[CH3:2].[CH2:19]([C@:21]1([OH:37])[C:33]2[CH:32]=[C:31]3[N:27]([CH2:28][CH2:29][C:30]3=O)[C:26](=[O:35])[C:25]=2[CH2:24][O:23][C:22]1=[O:36])[CH3:20].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>C1(C)C=CC=CC=1>[C:1]([NH:4][CH:5]1[C:6]2=[C:29]3[CH2:28][N:27]4[C:31](=[CH:32][C:33]5[C@:21]([CH2:19][CH3:20])([OH:37])[C:22](=[O:36])[O:23][CH2:24][C:25]=5[C:26]4=[O:35])[C:30]3=[N:17][C:8]3[CH:9]=[C:10]([F:16])[C:11]([CH3:15])=[C:12]([C:7]=32)[CH2:13][CH2:14]1)(=[O:3])[CH3:2]