HRID1392988

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10796

Cesium carbonate

CCs2O3

HCID11777777

未命名化合物

HCID69197864

4-(Imidazo[1,2-a]pyridin-3-yl)pyrimidin-2-amine

C11H9N5

PRODUCTS

生成物

结构：O=C(c1ccc(Nc2nccc(-c3cnc4ccccn34)n2)cc1)c1nccs1

HCID10178987

未命名化合物

收率 45%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID23938

Palladium

结构：O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Pd].[Pd]

催化剂HCID9811564

Bis(dibenzylideneacetone)palladium

C51H42O3Pd2

PROCEDURE

实验过程

The title compound was prepared from 2-amino-4-(imidazo-[1,2-a]pyridin-3-yl)pyrimidine and (4-bromophenyl)(1,3-thiazol-2-yl)methanone following the general method of Example 1 using cesium carbonate as the base and tris(dibenzylideneacetone)dipalladium (0) as the palladium source. The crude product was purified by column chromatography on silica gel using chloroform/ethanol, 95:5, as the eluent affording 0.126 g (45% yield) of the title compound as a yellow solid: mp (decomp.) 234-235° C.; MS (TSP) m/z 399 (M+1);

WORKUP

后处理

customThe crude product was purified by column chromatography on silica gel

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-0ee02bea9fa74b55ac20ebfc0e0edc84
来源数据集: uspto-grants-2008_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07345050B2
来源说明: uspto-grants-2008_03

反应 SMILES

[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[N:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]3=[N:10][CH:9]=2)[CH:5]=[CH:4][N:3]=1.Br[C:18]1[CH:23]=[CH:22][C:21]([C:24]([C:26]2[S:27][CH:28]=[CH:29][N:30]=2)=[O:25])=[CH:20][CH:19]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].[Pd]>[S:27]1[CH:28]=[CH:29][N:30]=[C:26]1[C:24]([C:21]1[CH:20]=[CH:19][C:18]([NH:1][C:2]2[N:7]=[C:6]([C:8]3[N:12]4[CH:13]=[CH:14][CH:15]=[CH:16][C:11]4=[N:10][CH:9]=3)[CH:5]=[CH:4][N:3]=2)=[CH:23][CH:22]=1)=[O:25]