HRID1292026

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：Cc1nc(-c2ccc(-c3ccc(C(=O)O)cc3)c(C)c2)no1

HCID11130168

未命名化合物

HCID18914088

未命名化合物

PRODUCTS

生成物

结构：Cc1nc(-c2ccc(-c3ccc(C(=O)Nc4ccc5c(c4)N(CCN(C)C)C(=O)CO5)cc3)c(C)c2)no1

HCID18914075

未命名化合物

收率 75.4%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID24386

Thionyl chloride

Cl2OS

PROCEDURE

实验过程

2'-Methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-carboxylic acid (EP 0553268A1) (0.188 g, 0.64 mmol) was converted to the acyl chloride by stirring at reflux under Ar in thionyl chloride (10 ml) for 45 min, cooling, and then evaporating to dryness. This was reacted with 6-amino-4(2-dimethylaminoethyl)-1,4-benzoxazin-3(4H)-one (D8) (0.150 g, 0.64 mmol) following the procedure of Example 1. This gave the title compound (0.247 g, 75%) as a white foam, which was converted to the oxalate, a white solid.

WORKUP

后处理

temperaturecooling
customevaporating to dryness

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-02bc4bbb3d9f4161bd866fa710d4628b
来源数据集: uspto-grants-1998_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05756496
来源说明: uspto-grants-1998_05

反应 SMILES

[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[N:12]=[C:11]([CH3:13])[O:10][N:9]=2)[CH:5]=[CH:4][C:3]=1[C:14]1[CH:19]=[CH:18][C:17]([C:20](O)=[O:21])=[CH:16][CH:15]=1.[NH2:23][C:24]1[CH:25]=[CH:26][C:27]2[O:32][CH2:31][C:30](=[O:33])[N:29]([CH2:34][CH2:35][N:36]([CH3:38])[CH3:37])[C:28]=2[CH:39]=1>S(Cl)(Cl)=O>[CH3:37][N:36]([CH3:38])[CH2:35][CH2:34][N:29]1[C:28]2[CH:39]=[C:24]([NH:23][C:20]([C:17]3[CH:18]=[CH:19][C:14]([C:3]4[CH:4]=[CH:5][C:6]([C:8]5[N:12]=[C:11]([CH3:13])[O:10][N:9]=5)=[CH:7][C:2]=4[CH3:1])=[CH:15][CH:16]=3)=[O:21])[CH:25]=[CH:26][C:27]=2[O:32][CH2:31][C:30]1=[O:33]