HRID1513223

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10816

4-Chlorobenzohydrazide

C7H7ClN2O

HCID15908

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide

C8H17N3

HCID75771

1-Hydroxybenzotriazole

C6H5N3O

结构：Cc1cc(N2CCOCC2)cc(C)c1-c1nc2ccc(C(=O)O)cc2[nH]1

HCID66966792

未命名化合物

PRODUCTS

生成物

结构：Cc1cc(N2CCOCC2)cc(C)c1-c1nc2ccc(C(=O)NNC(=O)c3ccc(Cl)cc3)cc2[nH]1

HCID66966387

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

To a stirred solution of the crude 2-(2,6-Dimethyl-4-morpholin-4-yl -phenyl)-3H-benzoimidazole-5-carboxylic acid in 10 ml of DMF was added 900 mg of 4-chlorobenzoic acid hydrazide, 1.1 g of EDCI and 700 mg of HOBT. The reaction was stirred at room temperature under nitrogen atmosphere for 5 hours. The reaction mixture was diluted with water and the resulting precipitates were colleced by filtration and purified by column chromatography (DCM:MeOH=20:1) to give the title compound. LCMS ret T=1.19 min, m/z=504.1, Method 10.

WORKUP

后处理

customthe resulting precipitates
filtrationwere colleced by filtration
custompurified by column chromatography (DCM:MeOH=20:1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-6abf9b5433344d88adf2ef223d16ea11
来源数据集: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08217065B2
来源说明: uspto-grants-2012_07

反应 SMILES

[CH3:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[CH:5]=[C:4]([CH3:14])[C:3]=1[C:15]1[NH:16][C:17]2[CH:23]=[C:22]([C:24]([OH:26])=O)[CH:21]=[CH:20][C:18]=2[N:19]=1.[Cl:27][C:28]1[CH:37]=[CH:36][C:31]([C:32]([NH:34][NH2:35])=[O:33])=[CH:30][CH:29]=1.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C.O>[CH3:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:9][CH2:10][O:11][CH2:12][CH2:13]2)[CH:5]=[C:4]([CH3:14])[C:3]=1[C:15]1[NH:16][C:17]2[CH:23]=[C:22]([C:24]([NH:35][NH:34][C:32](=[O:33])[C:31]3[CH:30]=[CH:29][C:28]([Cl:27])=[CH:37][CH:36]=3)=[O:26])[CH:21]=[CH:20][C:18]=2[N:19]=1