HRID81357

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID81531

Diisopropylethylamine

C8H19N

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

HCID2733207

O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate

C11H16BF4N5O

HCID2737531

4-Amino-1-methylpiperidine

C6H14N2

结构：COc1cc(C(=O)O)c(Cl)cc1Nc1ncc(Cl)c(Oc2cccc3c2C(=O)N(C)C3)n1

HCID58522629

未命名化合物

PRODUCTS

生成物

结构：COc1cc(C(=O)NC2CCN(C)CC2)c(Cl)cc1Nc1ncc(Cl)c(Oc2cccc3c2C(=O)N(C)C3)n1

HCID58522655

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

2-chloro-4-[5-chloro-4-(2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yloxy)-pyrimidin-2-ylamino]-5-methoxy-benzoic acid (65 mg), TBTU (60 mg) and DIPEA (0.1 mL) are suspended in DMF (0.50 mL) and stirred for 5 min. 1-methylpiperidin-4-amine (18 mg) is added and the reaction mixture is stirred for a further 20 min. The reaction mixture is purified by HPLC without working up. (IC50=1 nmol).

WORKUP

后处理

stirringthe reaction mixture is stirred for a further 20 min
customThe reaction mixture is purified by HPLC

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-9aa7c2c2978a4154bab6733964e95079
来源数据集: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08846689B2
来源说明: uspto-grants-2014_09

反应 SMILES

[Cl:1][C:2]1[CH:10]=[C:9]([NH:11][C:12]2[N:17]=[C:16]([O:18][C:19]3[CH:27]=[CH:26][CH:25]=[C:24]4[C:20]=3[C:21](=[O:29])[N:22]([CH3:28])[CH2:23]4)[C:15]([Cl:30])=[CH:14][N:13]=2)[C:8]([O:31][CH3:32])=[CH:7][C:3]=1[C:4](O)=[O:5].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C.[CH3:64][N:65]1[CH2:70][CH2:69][CH:68]([NH2:71])[CH2:67][CH2:66]1>CN(C=O)C>[Cl:1][C:2]1[CH:10]=[C:9]([NH:11][C:12]2[N:17]=[C:16]([O:18][C:19]3[CH:27]=[CH:26][CH:25]=[C:24]4[C:20]=3[C:21](=[O:29])[N:22]([CH3:28])[CH2:23]4)[C:15]([Cl:30])=[CH:14][N:13]=2)[C:8]([O:31][CH3:32])=[CH:7][C:3]=1[C:4]([NH:71][CH:68]1[CH2:69][CH2:70][N:65]([CH3:64])[CH2:66][CH2:67]1)=[O:5]