HRID470300

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID59784178

未命名化合物

结构：CCN1CCC2(CCN(CCc3ccc(NC(=O)c4ccc(N)c(N)c4)cc3)C2)C1.Cl

HCID67058575

未命名化合物

PRODUCTS

生成物

结构：CCN1CCC2(CCN(CCc3ccc(NC(=O)c4ccc5[nH]c(-c6cc(-c7cccnc7O)ccc6O)nc5c4)cc3)C2)C1

HCID178462494

未命名化合物

结构：CCN1CCC2(CCN(CCc3ccc(NC(=O)c4ccc5[nH]c(-c6cc(-c7cccnc7OC)ccc6O)nc5c4)cc3)C2)C1

HCID178462495

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID31374

Dimethylacetamide

C4H9NO

CONDITIONS

反应条件

温度: 95 °C

PROCEDURE

实验过程

A mixture of 2-Hydroxy-5-(2-methoxy-pyridin-3-yl)-benzaldehyde (20 mg) and 3,4-Diamino-N-{4-[2-(7-ethyl-2,7-diaza-spiro[4.4]non-2-yl)-ethyl]-phenyl}-benzamide HCl salt (60 mg) in dimethylacetamide (1.5 ml) was heated at 95° C. for 3 h then cooled and purified by RP-HPLC (0.1% TFA) to afford (A) 2-[2-Hydroxy-5-(2-methoxy-pyridin-3-yl)-phenyl]-1H-benzoimidazole-5-carboxylic acid {4-[2-(7-ethyl-2,7-diaza-spiro[4.4]non-2-yl)-ethyl]-phenyl}-amide (10 mg) LCMS MH+ 617.5 as well as (B) 2-[2-Hydroxy-5-(2-hydroxy-pyridin-3-yl)-phenyl]-1H-benzoimidazole-5-carboxylic acid {4-[2-(7-ethyl-2,7-diaza-spiro[4.4]non-2-yl)-ethyl]-phenyl}-amide (10 mg) LCMS MH+ 603.7.

WORKUP

后处理

temperaturethen cooled
custompurified by RP-HPLC (0.1% TFA)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-d96d8b06427f4799a6c7b669fc2fe6f8
来源数据集: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08629147B2
来源说明: uspto-grants-2014_01

反应 SMILES

[OH:1][C:2]1[CH:9]=[CH:8][C:7]([C:10]2[C:11]([O:16][CH3:17])=[N:12][CH:13]=[CH:14][CH:15]=2)=[CH:6][C:3]=1[CH:4]=O.Cl.[NH2:19][C:20]1[CH:21]=[C:22]([CH:45]=[CH:46][C:47]=1[NH2:48])[C:23]([NH:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32][CH2:33][N:34]2[CH2:38][CH2:37][C:36]3([CH2:42][CH2:41][N:40]([CH2:43][CH3:44])[CH2:39]3)[CH2:35]2)=[CH:28][CH:27]=1)=[O:24]>CC(N(C)C)=O>[CH2:43]([N:40]1[CH2:41][CH2:42][C:36]2([CH2:35][N:34]([CH2:33][CH2:32][C:29]3[CH:30]=[CH:31][C:26]([NH:25][C:23]([C:22]4[CH:45]=[CH:46][C:47]5[NH:48][C:4]([C:3]6[CH:6]=[C:7]([C:10]7[C:11]([O:16][CH3:17])=[N:12][CH:13]=[CH:14][CH:15]=7)[CH:8]=[CH:9][C:2]=6[OH:1])=[N:19][C:20]=5[CH:21]=4)=[O:24])=[CH:27][CH:28]=3)[CH2:38][CH2:37]2)[CH2:39]1)[CH3:44].[CH2:43]([N:40]1[CH2:41][CH2:42][C:36]2([CH2:35][N:34]([CH2:33][CH2:32][C:29]3[CH:30]=[CH:31][C:26]([NH:25][C:23]([C:22]4[CH:45]=[CH:46][C:47]5[NH:48][C:4]([C:3]6[CH:6]=[C:7]([C:10]7[C:11]([OH:16])=[N:12][CH:13]=[CH:14][CH:15]=7)[CH:8]=[CH:9][C:2]=6[OH:1])=[N:19][C:20]=5[CH:21]=4)=[O:24])=[CH:27][CH:28]=3)[CH2:38][CH2:37]2)[CH2:39]1)[CH3:44]