HRID1844593

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID962

Water

H2O

HCID23665647

2-Methyl-2-propanol, potassium salt

C4H9KO

结构：COc1c(NC(=O)c2ccc(C)c(O)c2)cc(C(C)(C)C)cc1NS(C)(=O)=O

HCID67217566

未命名化合物

结构：CC(C)(C)OC(=O)N1CCN(C(=O)c2cc(Cl)ncn2)CC1

HCID86664519

未命名化合物

PRODUCTS

生成物

结构：COc1c(NC(=O)c2ccc(C)c(Oc3cc(C(=O)N4CCN(C(=O)OC(C)(C)C)CC4)ncn3)c2)cc(C(C)(C)C)cc1NS(C)(=O)=O

HCID67491403

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

75 mg potassium-tert-butoxide are added at ambient temperature under an argon atmosphere to 225 mg N-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-3-hydroxy-4-methyl-benzamide in 3 ml N,N-dimethylformamide. After ten minutes 210 mg tert-butyl 4-(6-chloro-pyrimidin-4-carbonyl)-piperazine-1-carboxylate are added, and the reaction mixture is stirred for six days at ambient temperature. For working up the reaction mixture is mixed with water and extracted with ethyl acetate. The combined ethyl acetate extracts are washed with saturated sodium chloride solution, dried on magnesium sulphate and evaporated down. The flask residue is chromatographed through a silica gel column with cyclohexane/ethyl acetate (50:50→20:80).

WORKUP

后处理

extractionextracted with ethyl acetate
washThe combined ethyl acetate extracts are washed with saturated sodium chloride solution
customdried on magnesium sulphate
customevaporated down
customThe flask residue is chromatographed through a silica gel column with cyclohexane/ethyl acetate (50:50→20:80)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-202284c67431468496db52e94c93a551
来源数据集: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08946438B2
来源说明: uspto-grants-2015_02

反应 SMILES

CC(C)([O-])C.[K+].[C:7]([C:11]1[CH:12]=[C:13]([NH:30][S:31]([CH3:34])(=[O:33])=[O:32])[C:14]([O:28][CH3:29])=[C:15]([NH:17][C:18](=[O:27])[C:19]2[CH:24]=[CH:23][C:22]([CH3:25])=[C:21]([OH:26])[CH:20]=2)[CH:16]=1)([CH3:10])([CH3:9])[CH3:8].Cl[C:36]1[N:41]=[CH:40][N:39]=[C:38]([C:42]([N:44]2[CH2:49][CH2:48][N:47]([C:50]([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[CH2:46][CH2:45]2)=[O:43])[CH:37]=1.O>CN(C)C=O>[C:7]([C:11]1[CH:12]=[C:13]([NH:30][S:31]([CH3:34])(=[O:33])=[O:32])[C:14]([O:28][CH3:29])=[C:15]([NH:17][C:18]([C:19]2[CH:24]=[CH:23][C:22]([CH3:25])=[C:21]([CH:20]=2)[O:26][C:36]2[N:41]=[CH:40][N:39]=[C:38]([C:42]([N:44]3[CH2:49][CH2:48][N:47]([C:50]([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[CH2:46][CH2:45]3)=[O:43])[CH:37]=2)=[O:27])[CH:16]=1)([CH3:10])([CH3:8])[CH3:9]