HRID15075

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6228

N,N-Dimethylformamide

C3H7NO

HCID81531

Diisopropylethylamine

C8H19N

HCID15385422

(3S)-3-{[tert-Butyl(dimethyl)silyl]oxy}pyrrolidine

C10H23NOSi

结构：O=c1cc(OCc2ccc(Cl)cn2)ccn1-c1ccc(OCCBr)cc1

HCID68431096

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)[Si](C)(C)O[C@H]1CCN(CCOc2ccc(-n3ccc(OCc4ccc(Cl)cn4)cc3=O)cc2)C1

HCID68430721

未命名化合物

收率 72.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

CONDITIONS

反应条件

温度: 60 °C

PROCEDURE

实验过程

A mixture of 1-[4(2-bromoethoxy)phenyl]-4-[(5-chloro-2-pyridinyl)methoxy]-1H-pyridin-2-one (300.7 mg, 0.69 mmol), (3S)-3-{[tert-butyl(dimethyl)silyl]oxy}pyrrolidine (417 mg, 2.1 mmols), ethyl (diisopropyl)amine (0.132 mL, 0.76 mmol) and DMF (3.5 mL) was stirred at 60° C. for 14 hours. Adding water, the reaction liquid was filtered. Thus obtained crude title compound was purified on silica gel column chromatography (KP-Sil FLASH 25+M, chloroform:methanol=1:0→10:1) to provide the title compound (276.6 mg, 72%).

WORKUP

后处理

filtrationwas filtered
customThus obtained crude title compound
customwas purified on silica gel column chromatography (KP-Sil FLASH 25+M, chloroform:methanol=1:0→10:1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-c1651b44d65c497cb22f6440b4333419
来源数据集: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07732456B2
来源说明: uspto-grants-2010_06

反应 SMILES

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