HRID1062588

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID962

Water

H2O

HCID81531

Diisopropylethylamine

C8H19N

HCID10558668

1-fluoro-4-prop-2-ynyl-benzene

C9H7F

结构：Cn1c(=O)n(Cc2ccc(C(=O)OC(C)(C)C)cc2)c(=O)c2cc(I)ccc21

HCID22281881

未命名化合物

PRODUCTS

生成物

结构：Cn1c(=O)n(Cc2ccc(C(=O)OC(C)(C)C)cc2)c(=O)c2cc(C#CCc3ccc(F)cc3)ccc21

HCID10207080

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID24350

Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)

CuI

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

CONDITIONS

反应条件

温度: 70 °C

PROCEDURE

实验过程

To 1.0 g (2.0 mmol) 3-(3,4-Difluoro-benzyl)-6-iodo-1-methyl-1H-quinazoline-2,4-dione from Example 14 Step 1 and 1.0 g (8.4 mmol) di-isopropyl ethylamine in 15 ml DMF is added bis-triphenylphosphine palladium di-chloride (catalytic) followed by CuI (catalytic). 0.44 g (3.3 mmol) 1-fluoro-4-prop-2-ynyl-benzene is added and the mixture is heated to 70° C. for 6 hrs. The mixture is allowed to cool to room temperature and stir overnight. Water is added and the mixture stirred 30 minutes. Filtered and dry under reduced pressure.

WORKUP

后处理

temperatureto cool to room temperature
stirringthe mixture stirred 30 minutes
filtrationFiltered
customdry under reduced pressure

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-34a806673baf4ee193b63817ce06dd88
来源数据集: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06962922B2
来源说明: uspto-grants-2005_11

反应 SMILES

I[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH3:12])[C:7](=[O:13])[N:6]([CH2:14][C:15]1[CH:27]=[CH:26][C:18]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[CH:17][CH:16]=1)[C:5]2=[O:28].C(N(C(C)C)CC)(C)C.[F:38][C:39]1[CH:44]=[CH:43][C:42]([CH2:45][C:46]#[CH:47])=[CH:41][CH:40]=1.O>CN(C=O)C.[Cu]I>[F:38][C:39]1[CH:44]=[CH:43][C:42]([CH2:45][C:46]#[C:47][C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[N:8]([CH3:12])[C:7](=[O:13])[N:6]([CH2:14][C:15]2[CH:27]=[CH:26][C:18]([C:19]([O:21][C:22]([CH3:24])([CH3:25])[CH3:23])=[O:20])=[CH:17][CH:16]=2)[C:5]3=[O:28])=[CH:41][CH:40]=1