HRID223001

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID66053

N,N-Dimethylethylenediamine

C4H12N2

结构：CCCNC(=O)c1ccc(C)c(-c2nc(S(C)(=O)=O)nc3c2ccc(=O)n3-c2c(F)cccc2F)c1

HCID59212684

未命名化合物

PRODUCTS

生成物

HCID14923

Ammonium hydroxide

H5NO

结构：CCCNC(=O)c1ccc(C)c(-c2nc(NCCN(C)C)nc3c2ccc(=O)n3-c2c(F)cccc2F)c1

HCID59212732

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

3-[8-(2,6-difluorophenyl)-2-(methylsulfonyl)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methyl-N-propylbenzamide (0.07 g, 0.13 mmol), N,N-dimethylethylenediamine (0.0173 g, 0.15 mmol), and TEA (0.026 g, 0.26 mmol) were combined in CH2Cl2 (5 mL) and stirred under argon at room temperature for 1 h. The solvents were pumped off in vacuo. The residue was flash chromatographed on silica gel (10 g) eluted with CH2Cl2 to 6:1:0.1, CH2Cl2:ethanol:NH4OH to give the title compound as a white amorphous solid. mp 139-142° C. LC-MS m/z 521 (M+H)+, 1.61 min (ret time).

WORKUP

后处理

customchromatographed on silica gel (10 g)
washeluted with CH2Cl2 to 6:1:0.1, CH2Cl2

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-8d8c2030dc334f8182b0ee96102ad846
来源数据集: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08207176B2
来源说明: uspto-grants-2012_06

反应 SMILES

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[N:9]1[C:14]2[N:15]=[C:16](S(C)(=O)=O)[N:17]=[C:18]([C:19]3[CH:20]=[C:21]([CH:28]=[CH:29][C:30]=3[CH3:31])[C:22]([NH:24][CH2:25][CH2:26][CH3:27])=[O:23])[C:13]=2[CH:12]=[CH:11][C:10]1=[O:36].[CH3:37][N:38]([CH3:42])[CH2:39][CH2:40][NH2:41]>C(Cl)Cl>[NH4+:9].[OH-:23].[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[N:9]1[C:14]2[N:15]=[C:16]([NH:41][CH2:40][CH2:39][N:38]([CH3:42])[CH3:37])[N:17]=[C:18]([C:19]3[CH:20]=[C:21]([CH:28]=[CH:29][C:30]=3[CH3:31])[C:22]([NH:24][CH2:25][CH2:26][CH3:27])=[O:23])[C:13]=2[CH:12]=[CH:11][C:10]1=[O:36]