HRID1264605

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8471

Triethylamine

C6H15N

HCID140059

4-Ethoxybenzoyl chloride

C9H9ClO2

结构：COC(=O)C1CNc2ccccc2CN1S(=O)(=O)c1ccc(OC)cc1

HCID18612753

未命名化合物

PRODUCTS

生成物

结构：CCOc1ccc(C(=O)N2CC(C(=O)OC)N(S(=O)(=O)c3ccc(OC)cc3)Cc3ccccc32)cc1

HCID18612807

未命名化合物

收率 73.4%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

溶剂HCID6344

Dichloromethane

CH2Cl2

2 次

PROCEDURE

实验过程

A mixture of 0.270 g of methyl 4-(4-methoxybenzenesulfonyl)-2,3,4,5-tetrahydro-1H-[1,4]benzodiazepine-3-carboxylate of Reference Example 12, 0.291 g of 4-ethoxybenzoyl chloride and 500 μl of triethylamine in 5 ml of CH2Cl2 was stirred at room temperature overnight. The mixture was diluted with CH2Cl2 and H2O and the CH2Cl2 layer was separated and concentrated to dryness. The residue was triturated with ethyl acetate to give 0.276 g of methyl 1-(4-ethoxybenzoyl)-4-(4-methoxybenzenesulfonyl)-2,3,4,5tetrahydro-1H-[1,4]benzodiazepine-3-carboxylate as white crystals, mp 187-190° C.

WORKUP

后处理

customthe CH2Cl2 layer was separated
concentrationconcentrated to dryness
customThe residue was triturated with ethyl acetate

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-6285ce612cdb4027add3372537cf6e92
来源数据集: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06544984B1
来源说明: uspto-grants-2003_04

反应 SMILES

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