HRID69389

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID176

Acetic Acid

C2H4O2

结构：Cc1ccc(F)cc1CC(C)Nc1cc[nH]c(=O)c1-c1nc2c(C)c3c(cc2[nH]1)CN(CCN(C)C)C3=O

HCID136340673

未命名化合物

PRODUCTS

生成物

结构：Cc1ccc(F)cc1CC(C)Nc1cc[nH]c(=O)c1-c1nc2c(C)c3c(cc2[nH]1)C(=O)N(CCN(C)C)C3

HCID136340672

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID23994

Zinc

PROCEDURE

实验过程

A mixture of 6-(2-(dimethylamino)ethyl)-2-(4-(1-(5-fluoro-2-methylphenyl)propan-2-ylamino)-2-oxo-1,2-dihydropyridin-3-yl)-4-methyl-6,7-dihydroimidazo[4,5-f]isoindol-5(1H)-one (0.27 g, 0.51 mmol), zinc dust (0.33 g, 5.09 mmol), and 8.5 mL of acetic acid was heated at reflux for 13-14 h under an argon atmosphere. Product was separated by a silica gel column using methylene chloride and methanol (85:15 v/v) as eluent to afford 30 mg of the designed compound as yellowish solid. 1H NMR (500 MHz, DMSO-d6) δ; Mass (ESI, positive) m/z 517.2 [M+H]+, 539.2 [M+Na]+.

WORKUP

后处理

temperaturewas heated
temperatureat reflux for 13-14 h under an argon atmosphere
customProduct was separated by a silica gel column

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-5cdd7d35ad79472585390ac33af3b113
来源数据集: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08822500B2
来源说明: uspto-grants-2014_09

反应 SMILES

[CH3:1][N:2]([CH3:38])[CH2:3][CH2:4][N:5]1[CH2:13][C:12]2[CH:11]=[C:10]3[NH:14][C:15]([C:17]4[C:18](=[O:35])[NH:19][CH:20]=[CH:21][C:22]=4[NH:23][CH:24]([CH3:34])[CH2:25][C:26]4[CH:31]=[C:30]([F:32])[CH:29]=[CH:28][C:27]=4[CH3:33])=[N:16][C:9]3=[C:8]([CH3:36])[C:7]=2[C:6]1=O.C(O)(=[O:41])C>[Zn]>[CH3:1][N:2]([CH3:38])[CH2:3][CH2:4][N:5]1[CH2:6][C:7]2[C:8]([CH3:36])=[C:9]3[N:16]=[C:15]([C:17]4[C:18](=[O:35])[NH:19][CH:20]=[CH:21][C:22]=4[NH:23][CH:24]([CH3:34])[CH2:25][C:26]4[CH:31]=[C:30]([F:32])[CH:29]=[CH:28][C:27]=4[CH3:33])[NH:14][C:10]3=[CH:11][C:12]=2[C:13]1=[O:41]