HRID1529233

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID53167

1-Methylpiperazine

C5H12N2

HCID81531

Diisopropylethylamine

C8H19N

结构：CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F

HCID9886157

Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

C10H15F6N6OP

结构：CCc1nccc(-c2ccc(C(=O)O)c(F)c2)c1C#Cc1ccc(NC)nc1

HCID66770838

未命名化合物

PRODUCTS

生成物

结构：CCc1nccc(-c2ccc(C(=O)N3CCN(C)CC3)c(F)c2)c1C#Cc1ccc(NC)nc1

HCID49800790

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

溶剂HCID18373917

Acetonitrile--water (1/1)

C2H5NO

PROCEDURE

实验过程

The title compound is synthesized according to general procedure GP5 starting from 100 mg (0.27 mmol) 4-[2-Ethyl-3-(6-methylamino-pyridin-3-ylethynyl)-pyridin-4-yl]-2-fluoro-benzoic acid (A-46) using 50 μL (0.45 mmoL) N-methyl piperazine, 101 mg (0.27 mmol) HATU and 50 μL (0.29 mmol) DIPEA in 1.5 mL DMF. After completion of the reaction, the reaction mixture is filtered and the product is isolated from the obtained solution by RP-HPLC using a H2O/ACN-gradient. Yield: 70 mg (58%).

WORKUP

后处理

customAfter completion of the reaction
filtrationthe reaction mixture is filtered
customthe product is isolated from the obtained solution by RP-HPLC

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-4d63f49be9f34b689352cfcb0ce19f22
来源数据集: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09090564B2
来源说明: uspto-grants-2015_07

反应 SMILES

[CH2:1]([C:3]1[C:8]([C:9]#[C:10][C:11]2[CH:12]=[N:13][C:14]([NH:17][CH3:18])=[CH:15][CH:16]=2)=[C:7]([C:19]2[CH:27]=[CH:26][C:22]([C:23](O)=[O:24])=[C:21]([F:28])[CH:20]=2)[CH:6]=[CH:5][N:4]=1)[CH3:2].[CH3:29][N:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C.O.C(#N)C>[CH2:1]([C:3]1[C:8]([C:9]#[C:10][C:11]2[CH:12]=[N:13][C:14]([NH:17][CH3:18])=[CH:15][CH:16]=2)=[C:7]([C:19]2[CH:27]=[CH:26][C:22]([C:23]([N:33]3[CH2:34][CH2:35][N:30]([CH3:29])[CH2:31][CH2:32]3)=[O:24])=[C:21]([F:28])[CH:20]=2)[CH:6]=[CH:5][N:4]=1)[CH3:2]