HRID1771558

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CC1(C)OB(c2ccc(NC(=O)NCCF)cc2)OC1(C)C

HCID44607353

未命名化合物

2 次

结构：CSc1nc(-c2cncc(F)c2)cc(N2CCOC[C@@H]2C)n1

HCID67382782

未命名化合物

结构：C[C@H]1COCCN1c1nc(Cl)cc(-c2cc(F)ccc2S(C)(=O)=O)n1

HCID86691148

未命名化合物

2 次

PRODUCTS

生成物

结构：C[C@H]1COCCN1c1nc(-c2ccc(NC(=O)NCCF)cc2)cc(-c2cc(F)ccc2S(C)(=O)=O)n1

HCID53379444

未命名化合物

收率 22%

PROCEDURE

实验过程

Method as described for intermediate 5 using (S)-4-(4-chloro-6-(5-fluoro-2-(methylsulfonyl)phenyl)pyrimidin-2-yl)-3-methylmorpholine (intermediate 16) and 1-(2-fluoroethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea (intermediate 19). Material was purified by prep HPLC (low pH) to afford a brown solid. Further purification was achieved using an SCX-2 cartridge to afford a brown solid (50 mg, 22%).

WORKUP

后处理

customMaterial was purified by prep HPLC (low pH)
customto afford a brown solid
customFurther purification

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-2ae237f66e1042b1b7c903964022a211
来源数据集: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09249129B2
来源说明: uspto-grants-2016_02

反应 SMILES

FC1C=C(C2N=C(SC)N=C(N3CCOC[C@@H]3C)C=2)C=NC=1.Cl[C:24]1[CH:29]=[C:28]([C:30]2[CH:35]=[C:34]([F:36])[CH:33]=[CH:32][C:31]=2[S:37]([CH3:40])(=[O:39])=[O:38])[N:27]=[C:26]([N:41]2[CH2:46][CH2:45][O:44][CH2:43][C@@H:42]2[CH3:47])[N:25]=1.[F:48][CH2:49][CH2:50][NH:51][C:52]([NH:54][C:55]1[CH:60]=[CH:59][C:58](B2OC(C)(C)C(C)(C)O2)=[CH:57][CH:56]=1)=[O:53]>>[F:36][C:34]1[CH:33]=[CH:32][C:31]([S:37]([CH3:40])(=[O:39])=[O:38])=[C:30]([C:28]2[N:27]=[C:26]([N:41]3[CH2:46][CH2:45][O:44][CH2:43][C@@H:42]3[CH3:47])[N:25]=[C:24]([C:58]3[CH:57]=[CH:56][C:55]([NH:54][C:52]([NH:51][CH2:50][CH2:49][F:48])=[O:53])=[CH:60][CH:59]=3)[CH:29]=2)[CH:35]=1