HRID1877427

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：O=C(O)c1ccc(C#Cc2cc(Cl)c(Oc3ncccc3C(=O)N3CCN(C4CC4)c4ccccc43)cc2Cl)cc1Cl

HCID59294542

未命名化合物

PRODUCTS

生成物

HCID59294544

未命名化合物

收率 100.3%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID23938

Palladium

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

To a suspension of 2-chloro-4-{2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-2-yloxy]-phenylethynyl}-benzoic acid (100 mg, 0.16 mmol, 1.0 equiv; Example 168) in ethanol (1.5 mL) was added palladium on carbon (3.2 mg, 0.003 mmol, 0.02 equiv; 10% Pd/C; [CAS RN 7440-05-3]) and the reaction mixture stirred under an atmosphere of hydrogen (3 bar) at rt over night. Removal of the solvent mixture under reduced pressure, filtration over Celite® and lyophilization from dioxane provided 100 mg (96%) of the title compound as an off-white solid. MS (ISP): 620.3 [M−H]−.

WORKUP

后处理

customRemoval of the solvent mixture
filtrationunder reduced pressure, filtration over Celite® and lyophilization from dioxane

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-c8c60f253ea147ed8d8c384482e25099
来源数据集: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08309734B2
来源说明: uspto-grants-2012_11

反应 SMILES

[Cl:1][C:2]1[CH:10]=[C:9]([C:11]#[C:12][C:13]2[CH:18]=[C:17]([Cl:19])[C:16]([O:20][C:21]3[C:26]([C:27]([N:29]4[C:38]5[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=5)[N:32]([CH:39]5[CH2:41][CH2:40]5)[CH2:31][CH2:30]4)=[O:28])=[CH:25][CH:24]=[CH:23][N:22]=3)=[CH:15][C:14]=2[Cl:42])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]>C(O)C.[Pd]>[Cl:1][C:2]1[CH:10]=[C:9]([CH2:11][CH2:12][C:13]2[CH:18]=[C:17]([Cl:19])[C:16]([O:20][C:21]3[C:26]([C:27]([N:29]4[C:38]5[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=5)[N:32]([CH:39]5[CH2:41][CH2:40]5)[CH2:31][CH2:30]4)=[O:28])=[CH:25][CH:24]=[CH:23][N:22]=3)=[CH:15][C:14]=2[Cl:42])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]