HRID1967242

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10796

Cesium carbonate

CCs2O3

反应SMILES：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

反应SMILES：CC1NC(=O)C(C)(C)C1O[Si](C)(C)C(C)(C)C

HCID67105615

未命名化合物

PRODUCTS

产物

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

HCID59557028

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

反应SMILES：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 (4RS,5SR)-4-(tert-butyldimethylsilyloxy)-3,3,5-trimethylpyrrolidin-2-one (105.9 mg), 4-bromo-2-chlorobenzonitrile (89 mg), cesium carbonate (200 mg), tris(dibenzylideneacetone)dipalladium(0) (20 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (25 mg), and in the same manner as in Reference Example 3, the title compound was obtained as a colorless solid (yield: 121 mg, 75%).

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-1d40dfa4541a491a8b3b8a351adbc87d
来源数据集: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US08420694B2
来源说明: uspto-grants-2013_04

反应SMILES

[Si:1]([O:8][CH:9]1[CH:13]([CH3:14])[NH:12][C:11](=[O:15])[C:10]1([CH3:17])[CH3:16])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].Br[C:19]1[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[C:21]([Cl:27])[CH:20]=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:27][C:21]1[CH:20]=[C:19]([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])[C:10]([CH3:16])([CH3:17])[C:11]2=[O:15])[CH:26]=[CH:25][C:22]=1[C:23]#[N:24]