HRID1052398

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID25953

Cesium fluoride

CsF

HCID81531

Diisopropylethylamine

C8H19N

HCID58396041

未命名化合物

结构：Cc1ccn2nc([C@H](C)N)n(-c3ccccc3)c(=O)c12

HCID90102580

未命名化合物

PRODUCTS

生成物

结构：Cc1ccn2nc([C@H](C)Nc3ncnc4c3c(Br)cn4COCC[Si](C)(C)C)n(-c3ccccc3)c(=O)c12

HCID131736122

未命名化合物

收率 38%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID263

1-Butanol

C4H10O

PROCEDURE

实验过程

(S)-2-(1-Aminoethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (330 mg, 1.08 mmol) was treated with 5-bromo-4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (430 mg, 1.19 mmol), cesium fluoride (33 mg, 0.22 mmol), N,N-diisopropylethylamine (1.1 mL, 6.49 mol) and 1-butanol according to Preparation 13. The residue was purified using SP1® Purification System (0% to 30%, hexane-ethyl acetate) to give 0.24 g (38% yield) of the title compound. Purity 100%.

WORKUP

后处理

customThe residue was purified
customSP1® Purification System (0% to 30%, hexane-ethyl acetate)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-3f01e8584c3b4e0a8d8ca7b2b6ac4e5e
来源数据集: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09388189B2
来源说明: uspto-grants-2016_07

反应 SMILES

[NH2:1][C@H:2]([C:4]1[N:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:8](=[O:16])[C:7]2=[C:17]([CH3:20])[CH:18]=[CH:19][N:6]2[N:5]=1)[CH3:3].[Br:21][C:22]1[C:30]2[C:29](Cl)=[N:28][CH:27]=[N:26][C:25]=2[N:24]([CH2:32][O:33][CH2:34][CH2:35][Si:36]([CH3:39])([CH3:38])[CH3:37])[CH:23]=1.[F-].[Cs+].C(N(CC)C(C)C)(C)C>C(O)CCC>[Br:21][C:22]1[C:30]2[C:29]([NH:1][C@H:2]([C:4]3[N:9]([C:10]4[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=4)[C:8](=[O:16])[C:7]4=[C:17]([CH3:20])[CH:18]=[CH:19][N:6]4[N:5]=3)[CH3:3])=[N:28][CH:27]=[N:26][C:25]=2[N:24]([CH2:32][O:33][CH2:34][CH2:35][Si:36]([CH3:39])([CH3:38])[CH3:37])[CH:23]=1