HRID341969

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10340

Carbonic acid sodium salt (1:2)

CNa2O3

结构：COc1cccc(Oc2c(NS(=O)(=O)c3ccc(C(C)(C)C)cc3)nc(C(=O)O)nc2OCCOC(C)=O)c1

HCID57261350

未命名化合物

PRODUCTS

生成物

结构：COc1cccc(Oc2c(NS(=O)(=O)c3ccc(C(C)(C)C)cc3)nc(C(=O)O)nc2OCCO)c1

HCID44213955

未命名化合物

收率 40.8%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

溶剂HCID962

Water

H2O

PROCEDURE

实验过程

0.09 g of 4-(2-acetoxy-ethoxy)-6-(4-tert.butyl-phenyl-sulphonylamino)-5-(3-methoxy-phenoxy)-pyrimidine-2-carboxylic acid in 4 ml of methanol and 1.5 ml of water was stirred with 0.05 g of sodium carbonate at 20° C. for 2 hours. The methanol was evaporated and the residue was partitioned between chloroform and aqueous 1N hydrochloric acid. The organic phase was dried and evaporated. The residue was purified over silica gel with chloroform-methanol-water, 60:35:5. There was obtained 0.034 g of 6-(4-tert.butyl-phenylsulphonylamino)-4-(2-hydroxy-ethoxy)-5-(3-methoxy-phenoxy)-pyrimidine-2-carboxylic acid, MS: (M-H)- 515.9.

WORKUP

后处理

customThe methanol was evaporated
customthe residue was partitioned between chloroform and aqueous 1N hydrochloric acid
customThe organic phase was dried
customevaporated
customThe residue was purified over silica gel with chloroform-methanol-water, 60:35:5

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-34a17c6448d54ade9fbf8ea0c3a61fba
来源数据集: uspto-grants-1999_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05856484
来源说明: uspto-grants-1999_01

反应 SMILES

C([O:4][CH2:5][CH2:6][O:7][C:8]1[C:13]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=2)=[C:12]([NH:23][S:24]([C:27]2[CH:32]=[CH:31][C:30]([C:33]([CH3:36])([CH3:35])[CH3:34])=[CH:29][CH:28]=2)(=[O:26])=[O:25])[N:11]=[C:10]([C:37]([OH:39])=[O:38])[N:9]=1)(=O)C.C(=O)([O-])[O-].[Na+].[Na+]>CO.O>[C:33]([C:30]1[CH:29]=[CH:28][C:27]([S:24]([NH:23][C:12]2[N:11]=[C:10]([C:37]([OH:39])=[O:38])[N:9]=[C:8]([O:7][CH2:6][CH2:5][OH:4])[C:13]=2[O:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=2)(=[O:25])=[O:26])=[CH:32][CH:31]=1)([CH3:36])([CH3:34])[CH3:35]