HRID732823

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID2723923

Formic acid, ammonium salt

CH5NO2

结构：CCS(=O)(=O)c1ccc(-c2sc3cc(OCc4ccccc4)ccc3c2Oc2ccc(OCCN3CCCCC3)cc2)cc1

HCID59751423

未命名化合物

PRODUCTS

生成物

结构：CCS(=O)(=O)c1ccc(-c2sc3cc(O)ccc3c2Oc2ccc(OCCN3CCCCC3)cc2)cc1

HCID44427405

未命名化合物

收率 87.2%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID9942167

Palladium hydroxide

H2O2Pd

溶剂HCID887

Methanol

CH4O

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

Dissolve the compound of Example 87 (400 mg, 0.64 mmol) in methanol (7 mL) and ethyl acetate (7 mL). Add ammonium formate (521 mg, 8.3 mmol) and palladium hydroxide (240 mg) and heat to reflux for 5 hours. Filter the reaction mixture and concentrate in vacuo to give 300 mg of the title compound (86%): mass spectrum (ion spray): m/z=538 (M+H).

WORKUP

后处理

temperatureto reflux for 5 hours
filtrationFilter the reaction mixture
concentrationconcentrate in vacuo

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-12adc5985d804beca026cf62c3795e02
来源数据集: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07585977B2
来源说明: uspto-grants-2009_09

反应 SMILES

C([O:8][C:9]1[CH:10]=[CH:11][C:12]2[C:16]([O:17][C:18]3[CH:32]=[CH:31][C:21]([O:22][CH2:23][CH2:24][N:25]4[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]4)=[CH:20][CH:19]=3)=[C:15]([C:33]3[CH:38]=[CH:37][C:36]([S:39]([CH2:42][CH3:43])(=[O:41])=[O:40])=[CH:35][CH:34]=3)[S:14][C:13]=2[CH:44]=1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.C(OCC)(=O)C.[OH-].[Pd+2].[OH-]>[CH2:42]([S:39]([C:36]1[CH:37]=[CH:38][C:33]([C:15]2[S:14][C:13]3[CH:44]=[C:9]([OH:8])[CH:10]=[CH:11][C:12]=3[C:16]=2[O:17][C:18]2[CH:32]=[CH:31][C:21]([O:22][CH2:23][CH2:24][N:25]3[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]3)=[CH:20][CH:19]=2)=[CH:34][CH:35]=1)(=[O:41])=[O:40])[CH3:43]