HRID1052443

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

HCID10943427

Benzenethiol, 2-[[2-(dimethylamino)ethyl]amino]-

C10H16N2S

结构：C[C@H](NC(=O)OC(C)(C)C)c1nn2ccc(I)c2c(=O)n1-c1ccccc1

HCID131736123

未命名化合物

PRODUCTS

生成物

结构：C[C@H](NC(=O)OC(C)(C)C)c1nn2ccc(Sc3ccccc3NCCN(C)C)c2c(=O)n1-c1ccccc1

HCID131736158

未命名化合物

收率 90.5%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID24350

Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)

CuI

PROCEDURE

实验过程

(S)-tert-Butyl (1-(5-iodo-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)carbamate (560 mg, 0.87 mmol) was treated with 2-(2-(dimethylamino)ethylamino)benzenethiol (258 mg, 1.31 mmol), potassium carbonate (181 mg, 1.31 mmol) and copper(I) iodide (250 mg, 1.31 mmol) according to the method described in Preparation 44. The crude was purified using SP1® Purification System (0%-100%, hexane-ethyl acetate) to give 432 mg (90% yield) of the title compound as an oil.

WORKUP

后处理

customdescribed in Preparation 44
customThe crude was purified
customSP1® Purification System (0%-100%, hexane-ethyl acetate)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-92292f4b797d4927835194b722b2296f
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

I[C:2]1[CH:3]=[CH:4][N:5]2[C:10]=1[C:9](=[O:11])[N:8]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:7]([C@@H:18]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH3:19])=[N:6]2.[CH3:28][N:29]([CH3:40])[CH2:30][CH2:31][NH:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[SH:39].C(=O)([O-])[O-].[K+].[K+]>[Cu]I>[CH3:28][N:29]([CH3:40])[CH2:30][CH2:31][NH:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[S:39][C:2]1[CH:3]=[CH:4][N:5]2[C:10]=1[C:9](=[O:11])[N:8]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:7]([C@@H:18]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH3:19])=[N:6]2