HRID1925321

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID136349

alpha,alpha,alpha,6-Tetrafluoro-m-toluidine

C7H5F4N

结构：COc1cc2nccc(Oc3ccc4c(C(=O)Cl)cccc4c3)c2cc1OC

HCID24822943

未命名化合物

PRODUCTS

生成物

结构：COc1cc2nccc(Oc3ccc4c(C(=O)Nc5cc(C(F)(F)F)ccc5F)cccc4c3)c2cc1OC

HCID59813407

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

2 次

PROCEDURE

实验过程

Into a 16×100 mm vial was added 3-amino-4-fluorobenzotrifluoride (100 mg, 0.563 mmol), and dichloromethane (1 mL). To this was added 1.5 mL of a stock solution that is both 0.25M 6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthoyl chloride and 0.5M DMAP in dichloromethane. Reactions was stirred 24 h at RT. The mixture loaded directly onto silica column. Purified using 0 to 100% EtOAc in hexane. Best fractions were pooled, concentrated under reduced pressure to afford the title compound as a yellow oil. MS (ESI, pos. ion) m/z: 537 (M+1). Mass Calc'd for C29H20F4N2O4: 536.47.

WORKUP

后处理

customPurified
concentrationconcentrated under reduced pressure

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-12f8e5983ff546bbbdc2ad28f847f03b
来源数据集: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08178557B2
来源说明: uspto-grants-2012_05

反应 SMILES

[NH2:1][C:2]1[CH:3]=[C:4]([C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:6][C:7]=1[F:8].[CH3:13][O:14][C:15]1[CH:16]=[C:17]2[C:22](=[CH:23][C:24]=1[O:25][CH3:26])[N:21]=[CH:20][CH:19]=[C:18]2[O:27][C:28]1[CH:29]=[C:30]2[C:35](=[CH:36][CH:37]=1)[C:34]([C:38](Cl)=[O:39])=[CH:33][CH:32]=[CH:31]2>CN(C1C=CN=CC=1)C.ClCCl>[CH3:13][O:14][C:15]1[CH:16]=[C:17]2[C:22](=[CH:23][C:24]=1[O:25][CH3:26])[N:21]=[CH:20][CH:19]=[C:18]2[O:27][C:28]1[CH:29]=[C:30]2[C:35](=[CH:36][CH:37]=1)[C:34]([C:38]([NH:1][C:2]1[CH:3]=[C:4]([C:9]([F:12])([F:10])[F:11])[CH:5]=[CH:6][C:7]=1[F:8])=[O:39])=[CH:33][CH:32]=[CH:31]2