HRID1967245

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10796

Cesium carbonate

CCs2O3

结构：CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21

HCID636044

1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)

C39H32OP2

HCID7010420

4-Bromo-2-chlorobenzonitrile

C7H3BrClN

结构：C[C@@H]1NC(=O)C[C@@H]1O[Si](C)(C)C(C)(C)C

HCID59556992

未命名化合物

PRODUCTS

生成物

结构：C[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)CC(=O)N1c1ccc(C#N)c(Cl)c1

HCID59556891

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

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

Using (4S,5S)-4-(tert-butyldimethylsilyloxy)-5-methylpyrrolidin-2-one (1.06 g), 4-bromo-2-chlorobenzonitrile (1.0 g), cesium carbonate (2.25 g), tris(dibenzylideneacetone)dipalladium(0) (210 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (399 mg), and in the same manner as in Reference Example 3, the title compound was obtained as a colorless solid (yield: 1.2 g, 71%).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-2dc64e716b8e4309ad68f0e45595b108
来源数据集: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08420694B2
来源说明: uspto-grants-2013_04

反应 SMILES

[Si:1]([O:8][C@@H:9]1[C@H:13]([CH3:14])[NH:12][C:11](=[O:15])[CH2:10]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].Br[C:17]1[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[C:19]([Cl:25])[CH:18]=1.C(=O)([O-])[O-].[Cs+].[Cs+].C1(P(C2C=CC=CC=2)C2C3OC4C(=CC=CC=4P(C4C=CC=CC=4)C4C=CC=CC=4)C(C)(C)C=3C=CC=2)C=CC=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.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[Cl:25][C:19]1[CH:18]=[C:17]([N:12]2[C@@H:13]([CH3:14])[C@@H:9]([O:8][Si:1]([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2])[CH2:10][C:11]2=[O:15])[CH:24]=[CH:23][C:20]=1[C:21]#[N:22]