烯丙硫醇 → 4-Allylsulfanylmethyl-6-(2-nitrophenyl)-2,2-dimethyl-1,2-dihydroquinoline

HRID 25818

反应方程式

HRID 25818 反应方程式
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([CH3:13])([CH3:12])[CH:6]=[C:5]2[CH3:14].[N+:15]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1B(O)O)([O-:17])=[O:16].CC1(C)C=C(C)C2C(=CC=C(OS(C(F)(F)F)(=O)=O)C=2)N1.C1C(=O)N(Br)C(=O)C1.[CH2:56]([SH:59])[CH:57]=[CH2:58]>>[CH2:56]([S:59][CH2:14][C:5]1[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[N+:15]([O-:17])=[O:16])[CH:3]=2)[NH:8][C:7]([CH3:13])([CH3:12])[CH:6]=1)[CH:57]=[CH2:58]

参与物

6

反应物 5

HCID 13367烯丙硫醇HCID 67184N-溴代丁二酰亚胺(NBS)HCID 27735482-硝基苯基硼酸HCID 107294646-溴-1,2-二氢-2,2,4-三甲基喹啉HCID 20760320Trifluoromethanesulfonic acid 2,2,4-trimethyl-1,2-dihydroquinolin-6-yl ester

产物 1

HCID 100218264-Allylsulfanylmethyl-6-(2-nitrophenyl)-2,2-dimethyl-1,2-dihydroquinoline

实验过程

6-Bromo-2,2,4-trimethyl-1,2-dihydroquinoline was coupled with 2-nitrophenylboronic acid using the procedure described in Example 7 for trifluoromethanesulfonic acid 2,2,4-trimethyl-1,2-dihydroquinolin-6-yl ester. The resulting intermediate was brominated with NBS, followed by the coupling reaction with allyl mercaptan as described in Example 7, to provide 15 mg of the title compound as an oil.

来源与证据

ORD记录
ord-620b59c3289f49d2a64264d11b6dd951
来源数据集
uspto-grants-2005_02
专利号
US06858627B2

关联笔记

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