HRID1024921

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10796

Cesium carbonate

CCs2O3

HCID47323401

未命名化合物

结构：CCOC(=O)[C@@H](C)Oc1cc(Cl)nc(SCc2cccc(F)c2F)n1

HCID86619870

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)[C@@H](C)Oc1cc(NS(=O)(=O)c2ccc(C(=O)NC(C)(C)C)o2)nc(SCc2cccc(F)c2F)n1

HCID53628366

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

结构：O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Pd].[Pd]

催化剂HCID9811564

Bis(dibenzylideneacetone)palladium

C51H42O3Pd2

溶剂HCID31275

1,4-Dioxane

C4H8O2

PROCEDURE

实验过程

The subtitle compound was prepared according to the procedure outlined in example 1 step (iv) using a mixture of 5-(aminosulfonyl)-N-(tert-butyl)-2-furamide (0.25 g), tris(dibenzylideneacetone)dipalladium (0) (58 mg), 2-dicyclohexylphosphino-2′,4′,6′-tri-isopropyl-1,1′-diphenyl (XPHOS) (30 mg), cesium carbonate (0.65 g) and 2-[[6-chloro-2-[[(2,3-difluorophenyl)methyl]thio]-4-pyrimidinyl]oxy]-(2R)-propanoic acid ethyl ester (product of Example 11 step i) (0.26 g) in dioxane (10 mL). Purification was trituration with Et2O to give the subtitle compound as a white solid. Yield: 0.25 g

WORKUP

后处理

customThe subtitle compound was prepared
customPurification

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-7fb8488b13d1485495029ec047123d28
来源数据集: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08722883B2
来源说明: uspto-grants-2014_05

反应 SMILES

[NH2:1][S:2]([C:5]1[O:9][C:8]([C:10]([NH:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])=[CH:7][CH:6]=1)(=[O:4])=[O:3].C(=O)([O-])[O-].[Cs+].[Cs+].[CH2:23]([O:25][C:26](=[O:47])[C@H:27]([O:29][C:30]1[CH:35]=[C:34](Cl)[N:33]=[C:32]([S:37][CH2:38][C:39]2[CH:44]=[CH:43][CH:42]=[C:41]([F:45])[C:40]=2[F:46])[N:31]=1)[CH3:28])[CH3:24]>O1CCOCC1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[C:13]([NH:12][C:10]([C:8]1[O:9][C:5]([S:2]([NH:1][C:34]2[N:33]=[C:32]([S:37][CH2:38][C:39]3[CH:44]=[CH:43][CH:42]=[C:41]([F:45])[C:40]=3[F:46])[N:31]=[C:30]([O:29][C@H:27]([CH3:28])[C:26]([O:25][CH2:23][CH3:24])=[O:47])[CH:35]=2)(=[O:4])=[O:3])=[CH:6][CH:7]=1)=[O:11])([CH3:16])([CH3:15])[CH3:14]