HRID553828

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID86622404

未命名化合物

HCID178418365

未命名化合物

PRODUCTS

产物

HCID67464544

未命名化合物

收率 88.1%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID5483663

Ferric acetylacetonate

C15H21FeO6

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

Isopropylmagnesium bromide (29.5 mg) was added to an orange solution of 4-{(S)-4-tert-butoxycarbonyl-2-[(6-chloro-2-phenyl-pyrimidine-4-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester (56 mg) and iron(III) acetylacetonate (1.8 mg) in anhydrous THF (1 ml) under argon. After stirring at RT for 30 min, it was quenched with a 1M HCl solution and extracted with EA. The org. phases were dried (Na2SO4) and evaporated off to give 50 mg of the desired compound.

WORKUP

后处理

customit was quenched with a 1M HCl solution
extractionextracted with EA
dry with materialphases were dried (Na2SO4)
customevaporated off

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-03d00a36f06740ce950467ccd4dfd017
来源数据集: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US08048881B2
来源说明: uspto-grants-2011_11

反应SMILES

[CH:1]([Mg]Br)([CH3:3])[CH3:2].[CH2:6]([O:8][C:9]([N:11]1[CH2:16][CH2:15][N:14]([C:17](=[O:44])[C@@H:18]([NH:28][C:29]([C:31]2[CH:36]=[C:35](Cl)[N:34]=[C:33]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[N:32]=2)=[O:30])[CH2:19][CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:13][CH2:12]1)=[O:10])[CH3:7]>C1COCC1.C/C(/[O-])=C/C(C)=O.C/C(/[O-])=C/C(C)=O.C/C(/[O-])=C/C(C)=O.[Fe+3]>[CH2:6]([O:8][C:9]([N:11]1[CH2:16][CH2:15][N:14]([C:17](=[O:44])[C@@H:18]([NH:28][C:29]([C:31]2[CH:36]=[C:35]([CH:1]([CH3:3])[CH3:2])[N:34]=[C:33]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[N:32]=2)=[O:30])[CH2:19][CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:13][CH2:12]1)=[O:10])[CH3:7]