HRID564490

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[P-](F)(F)(F)(F)F

HCID2733084

Methanaminium, N-[(1H-benzotriazol-1-yloxy)(dimethylamino)methylene]-N-methyl-, hexafluorophosphate(1-) (1:1)

C11H16F6N5OP

结构：O=C(O)c1cccc(C(=O)NCc2ccc(F)c(-c3cccc(CO)c3)c2)c1

HCID57813511

未命名化合物

HCID59683214

未命名化合物

PRODUCTS

生成物

结构：CCc1nc2c(cnn2CC)c(NC2CCOCC2)c1CNC(=O)c1cccc(C(=O)NCc2ccc(F)c(-c3cccc(CO)c3)c2)c1

HCID57813265

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-[({[6-Fluoro-3′-(hydroxymethyl)-3-biphenylyl]methyl}amino)carbonyl]benzoic acid (0.06 g, 0.158 mmol), 5-(aminomethyl)-1,6-diethyl-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine (0.048 g, 0.158 mmol), HBTU (0.06 g, 0.158 mmol), TEA (44 μL, 0.316 mmol) were combined in CH2Cl2 (10 mL) and stirred under argon overnight. Aqueous workup followed by CombiFlash purification on a 12 g column eluted with 0-8% MeOH/CH2Cl2 afforded the title compound. LC-MS m/z 664.8 (M+H)+, 1.80 min (ret time).

WORKUP

后处理

customAqueous workup followed by CombiFlash purification on a 12 g column
washeluted with 0-8% MeOH/CH2Cl2

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-4612b12d8aea454ea89e3d8843caad0b
来源数据集: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08067408B2
来源说明: uspto-grants-2011_11

反应 SMILES

[F:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][OH:15])[CH:9]=2)=[CH:6][C:5]([CH2:16][NH:17][C:18]([C:20]2[CH:21]=[C:22]([CH:26]=[CH:27][CH:28]=2)[C:23](O)=[O:24])=[O:19])=[CH:4][CH:3]=1.[NH2:29][CH2:30][C:31]1[C:36]([CH2:37][CH3:38])=[N:35][C:34]2[N:39]([CH2:42][CH3:43])[N:40]=[CH:41][C:33]=2[C:32]=1[NH:44][CH:45]1[CH2:50][CH2:49][O:48][CH2:47][CH2:46]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>C(Cl)Cl>[CH2:42]([N:39]1[C:34]2=[N:35][C:36]([CH2:37][CH3:38])=[C:31]([CH2:30][NH:29][C:23]([C:22]3[CH:26]=[CH:27][CH:28]=[C:20]([C:18]([NH:17][CH2:16][C:5]4[CH:6]=[C:7]([C:8]5[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][OH:15])[CH:9]=5)[C:2]([F:1])=[CH:3][CH:4]=4)=[O:19])[CH:21]=3)=[O:24])[C:32]([NH:44][CH:45]3[CH2:46][CH2:47][O:48][CH2:49][CH2:50]3)=[C:33]2[CH:41]=[N:40]1)[CH3:43]