HRID56905

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID12734

Diisopropylcarbodiimide

C7H14N2

HCID45089720

未命名化合物

结构：COc1cn(C(C(=O)O)C(C)C)c(=O)cc1-c1cc(Cl)ccc1C#N

HCID117622540

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)c1nc2ccc(NC(=O)C(C(C)C)n3cc(OC)c(-c4cc(Cl)ccc4C#N)cc3=O)cc2[nH]1

HCID117622331

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

100 mg (277 μmol) of 2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-3-methylbutanoic acid (racemate), 57 mg (277 μmol, 1.0 eq.) of ethyl 6-amino-1H-benzimidazole-2-carboxylate, 39.4 mg (277 μmol) of Oxima and 42.9 μl (277 μmol) of DIC in 5.4 ml of dimethylformamide were reacted according to General Method 5B. The crude product was purified by flash chromatography (silica gel 50, cyclohexane/ethyl acetate mixtures). Yield: 139 mg (91% of theory)

WORKUP

后处理

customThe crude product was purified by flash chromatography (silica gel 50, cyclohexane/ethyl acetate mixtures)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-d40b8bf71ef048ce859a54bd86a37b94
来源数据集: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09434690B2
来源说明: uspto-grants-2016_09

反应 SMILES

[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:24]#[N:25])=[C:6]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][N:11]([CH:16]([CH:20]([CH3:22])[CH3:21])[C:17](O)=[O:18])[C:10](=[O:23])[CH:9]=2)[CH:7]=1.[NH2:26][C:27]1[CH:28]=[CH:29][C:30]2[N:34]=[C:33]([C:35]([O:37][CH2:38][CH3:39])=[O:36])[NH:32][C:31]=2[CH:40]=1.CC(C)N=C=NC(C)C>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:24]#[N:25])=[C:6]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][N:11]([CH:16]([CH:20]([CH3:21])[CH3:22])[C:17]([NH:26][C:27]3[CH:28]=[CH:29][C:30]4[N:34]=[C:33]([C:35]([O:37][CH2:38][CH3:39])=[O:36])[NH:32][C:31]=4[CH:40]=3)=[O:18])[C:10](=[O:23])[CH:9]=2)[CH:7]=1