HRID1739819

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID962

Water

H2O

HCID7748

Ethyl bromoacetate

C4H7BrO2

HCID86639980

未命名化合物

结构：Cn1c(=O)cc(-c2ccccc2)c2cc(C(NC=NC#N)c3ccc(Cl)cc3)ccc21

HCID178481484

未命名化合物

PRODUCTS

生成物

结构：CCC(C(=O)O)N(C=NC#N)C(c1ccc(Cl)cc1)c1ccc2c(c1)C(c1ccccc1)CC(=O)N2C

HCID131721408

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID679

Dimethyl sulfoxide

C2H6OS

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

Ethyl 2-bromoacetate (2.45 ml) was added dropwise at 5° C. to a solution of intermediate (5-c) (9 g) and 2-methyl-2-propanol potassium salt (2.37 g) in dimethyl sulfoxide (100 ml) and the mixture was stirred at room temperature overnight. Water and ethyl acetate were added, the organic layer was decanted, dried (MgSO4), filtered off and evaporated till dryness. The product was used without further purification, yielding (±)-ethyl N-[(4-chlorophenyl)(2,3-dihydro-1-methyl-2-oxo-4-phenyl-6-quinolinyl)-methyl]-N-[(cyanoimino)methyl]glycine (interm. 5-d).

WORKUP

后处理

customthe organic layer was decanted
dry with materialdried (MgSO4)
filtrationfiltered off
customevaporated till dryness
customThe product was used without further purification

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-5be834ba07444178ac98f75f59936605
来源数据集: uspto-grants-1999_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05968952
来源说明: uspto-grants-1999_10

反应 SMILES

Br[CH2:2][C:3]([O:5]CC)=[O:4].[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]([NH:34][CH:35]=[N:36][C:37]#[N:38])[C:16]2[CH:17]=[C:18]3[C:23](=[CH:24][CH:25]=2)[N:22]([CH3:26])[C:21](=[O:27])[CH:20]=[C:19]3[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[CH:11][CH:10]=1.[K].[CH3:40][C:41](O)(C)C.O>CS(C)=O.C(OCC)(=O)C>[CH2:40]([CH:2]([C:3]([OH:5])=[O:4])[N:34]([CH:15]([C:12]1[CH:11]=[CH:10][C:9]([Cl:8])=[CH:14][CH:13]=1)[C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][CH:25]=1)[N:22]([CH3:26])[C:21](=[O:27])[CH2:20][CH:19]2[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH:35]=[N:36][C:37]#[N:38])[CH3:41]