HRID1433260

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID2723923

Formic acid, ammonium salt

CH5NO2

结构：CC(C)N(CC[C@H](c1ccccc1)c1cc(/C=C/CCOCCCCCC#N)ccc1OCc1ccccc1)C(C)C

HCID57933174

未命名化合物

PRODUCTS

生成物

结构：CC(C)N(CC[C@H](c1ccccc1)c1cc(CCCCOCCCCCC#N)ccc1O)C(C)C

HCID57933201

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID9942167

Palladium hydroxide

H2O2Pd

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

6-{[(3E)-4-{4-(Benzyloxy)-3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]phenyl}but-3-en-1-yl]oxy}hexanenitrile (Preparation 24, 935 mg, 1.65 mmol) was dissolved in ethanol (20 ml) and ammonium formate (1.90 g, 30.0 mmol) and 10% palladium hydroxide on carbon (190 mg) added. The reaction was heated under reflux for 1 hour, cooled to room temperature and the reaction filtered through Arbocel™, the filtrate solvent was removed in vacuo to furnish the title compound as a colourless oil, 783 mg.

WORKUP

后处理

temperatureThe reaction was heated
temperatureunder reflux for 1 hour
filtrationthe reaction filtered through Arbocel™
customthe filtrate solvent was removed in vacuo

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-09ac21f707204456aac18f3be2a0ecda
来源数据集: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07612084B2
来源说明: uspto-grants-2009_11

反应 SMILES

C([O:8][C:9]1[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[CH2:17][CH2:18][O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]#[N:26])=[CH:11][C:10]=1[C@@H:27]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[CH2:28][CH2:29][N:30]([CH:34]([CH3:36])[CH3:35])[CH:31]([CH3:33])[CH3:32])C1C=CC=CC=1.C([O-])=O.[NH4+]>C(O)C.[OH-].[OH-].[Pd+2]>[CH:34]([N:30]([CH:31]([CH3:33])[CH3:32])[CH2:29][CH2:28][C@@H:27]([C:10]1[CH:11]=[C:12]([CH2:15][CH2:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]#[N:26])[CH:13]=[CH:14][C:9]=1[OH:8])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)([CH3:36])[CH3:35]