HRID603228

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID24083

Magnesium sulfate anhydrous

MgO4S

HCID81531

Diisopropylethylamine

C8H19N

HCID516892

Sodium Bicarbonate

CHNaO3

HCID5049666

Sodium triacetoxyborohydride

C6H10BNaO6

HCID16775732

未命名化合物

结构：CC(C)(C)OC(=O)N1CCN(C(=O)OCc2ccccc2)C(C=O)C1

HCID59671527

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N1CCN(C(=O)OCc2ccccc2)C(CN2CCN(C(=O)Nc3ccc(Cl)c(Cl)c3)CC2)C1

HCID57656842

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

To 1-benzyl 4-tert-butyl 2-formylpiperazine-1,4-dicarboxylate (227 mg) in THF (20 ml) were added N-(3,4-dichlorophenyl)piperazine-1-carboxamide (179 mg), DIPEA (319 ul) DMF (1.6 ml) and MgSO4 (30 mg) the mixture stirred at room temperature for 30 minutes, sodium triacetoxyborohydride (277 mg) added and stirring continued for 16 hours at room temperature. Saturated aqueous sodium bicarbonate and ethyl acetate were added. The organic phase was dried (MgSO4) and evaporated to give the title compound as a semi-solid gum (331 mg, 84%).

WORKUP

后处理

stirringstirring
waitcontinued for 16 hours at room temperature
dry with materialThe organic phase was dried (MgSO4)
customevaporated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-a7456215a8404e3184a2b6ecf57f4599
来源数据集: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07906645B2
来源说明: uspto-grants-2011_03

反应 SMILES

[CH:1]([CH:3]1[CH2:8][N:7]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:6][CH2:5][N:4]1[C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17])=O.[Cl:26][C:27]1[CH:28]=[C:29]([NH:34][C:35]([N:37]2[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]2)=[O:36])[CH:30]=[CH:31][C:32]=1[Cl:33].CCN(C(C)C)C(C)C.[O-]S([O-])(=O)=O.[Mg+2].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(=O)(O)[O-].[Na+]>C1COCC1.C(OCC)(=O)C>[Cl:26][C:27]1[CH:28]=[C:29]([NH:34][C:35]([N:37]2[CH2:42][CH2:41][N:40]([CH2:1][CH:3]3[CH2:8][N:7]([C:9]([O:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:10])[CH2:6][CH2:5][N:4]3[C:16]([O:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:17])[CH2:39][CH2:38]2)=[O:36])[CH:30]=[CH:31][C:32]=1[Cl:33]