HRID2427162

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID962

Water

H2O

HCID83693

L-Valine, N-[(1,1-dimethylethoxy)carbonyl]-

C10H19NO4

HCID2723939

1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

C8H18ClN3

结构：CN1C(=O)N(c2ccc(C#N)c(C(F)(F)F)c2)C(=O)C1(CO)c1ccccc1

HCID59317181

未命名化合物

PRODUCTS

生成物

结构：CC(C)[C@H](NC(=O)OC(C)(C)C)C(=O)OCC1(c2ccccc2)C(=O)N(c2ccc(C#N)c(C(F)(F)F)c2)C(=O)N1C

HCID67252946

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID14284

N,N-Dimethylpyridin-4-amine

C7H10N2

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

A solution of 0.3 g of 4-[2,5-dioxo-4-(hydroxymethyl)-3-methyl-4-phenylimidazolidin-1-yl]-2-trifluoromethylbenzonitrile, 0.217 g of (2S)-2-[(1,1-dimethylethoxy)carbonylamino]-3-methylbutanoic acid, 0.122 g of 4-dimethylamino pyridine and 0.3 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride in 50 mL of dichloromethane is stirred for 18 hours then poured into water and extracted with ethyl acetate. The organic layer is dried over magnesium sulfate, filtered and evaporated. The crude product is purified by chromatography over silica gel while eluting with 70/30 heptane/ethyl acetate mixture to provide the desired compound.

WORKUP

后处理

extractionextracted with ethyl acetate
dry with materialThe organic layer is dried over magnesium sulfate
filtrationfiltered
customevaporated
customThe crude product is purified by chromatography over silica gel
washwhile eluting with 70/30 heptane/ethyl acetate mixture

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-93cc3ee2420a4348b1b52cb751317057
来源数据集: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07968581B2
来源说明: uspto-grants-2011_06

反应 SMILES

[O:1]=[C:2]1[N:6]([CH3:7])[C:5]([CH2:14][OH:15])([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:4](=[O:16])[N:3]1[C:17]1[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[C:19]([C:25]([F:28])([F:27])[F:26])[CH:18]=1.[CH3:29][C:30]([CH3:43])([O:32][C:33]([NH:35][C@@H:36]([CH:40]([CH3:42])[CH3:41])[C:37](O)=[O:38])=[O:34])[CH3:31].Cl.CN(C)CCCN=C=NCC.O>CN(C)C1C=CN=CC=1.ClCCl>[C:21]([C:20]1[CH:23]=[CH:24][C:17]([N:3]2[C:4](=[O:16])[C:5]([CH2:14][O:15][C:37](=[O:38])[C@@H:36]([NH:35][C:33]([O:32][C:30]([CH3:29])([CH3:43])[CH3:31])=[O:34])[CH:40]([CH3:42])[CH3:41])([C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:6]([CH3:7])[C:2]2=[O:1])=[CH:18][C:19]=1[C:25]([F:28])([F:26])[F:27])#[N:22]