HRID559803

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID178

Acetamide

C2H5NO

HCID1118

Sulfuric acid

H2O4S

HCID7237

o-Xylene

C8H10

结构：Cc1c(C(=O)CBr)cc(C(=O)NCc2ccc(S(C)(=O)=O)cc2)c(=O)n1-c1cccc(C(F)(F)F)c1

HCID86614780

未命名化合物

PRODUCTS

生成物

结构：Cc1nc(-c2cc(C(=O)NCc3ccc(S(C)(=O)=O)cc3)c(=O)n(-c3cccc(C(F)(F)F)c3)c2C)co1

HCID66725319

未命名化合物

收率 45%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

溶剂HCID6342

Acetonitrile

C2H3N

PROCEDURE

实验过程

A mixture of 5-(bromoacetyl)-6-methyl-N-[4-(methylsulfonyl)benzyl]-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide (90 mg, 0.15 mmol) and acetamide (44 mg, 0.75 mmol), xylene (300 μl) and conc. H2SO4 (10 μl) was heated with stirring for 3 h. The reaction was diluted with water and CH3CN and purified on preparative HPLC affording the title compound (37 mg, 45%).

WORKUP

后处理

temperaturewas heated
custompurified on preparative HPLC

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-5c21422ce5234402bdf98dc330ddeb43
来源数据集: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08063073B2
来源说明: uspto-grants-2011_11

反应 SMILES

BrCC([C:5]1[CH:6]=[C:7]([C:23]([NH:25][CH2:26][C:27]2[CH:32]=[CH:31][C:30]([S:33]([CH3:36])(=[O:35])=[O:34])=[CH:29][CH:28]=2)=[O:24])[C:8](=[O:22])[N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=2)[C:10]=1[CH3:11])=O.[C:37]([NH2:40])(=[O:39])[CH3:38].[C:41]1(C)C(C)=CC=C[CH:46]=1.OS(O)(=O)=O>O.CC#N>[CH3:11][C:10]1[N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:19])[F:20])[CH:13]=2)[C:8](=[O:22])[C:7]([C:23]([NH:25][CH2:26][C:27]2[CH:28]=[CH:29][C:30]([S:33]([CH3:36])(=[O:34])=[O:35])=[CH:31][CH:32]=2)=[O:24])=[CH:6][C:5]=1[C:41]1[N:40]=[C:37]([CH3:38])[O:39][CH:46]=1