HRID2390857

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID260

Hydrogen Bromide

BrH

HCID516892

Sodium Bicarbonate

CHNaO3

反应SMILES：COCc1cc(NS(C)(=O)=O)ccc1/C=C/c1cc(-c2ccc(OC)nc2OC)cc(C(C)(C)C)c1OC

HCID68537390

未命名化合物

PRODUCTS

产物

反应SMILES：COc1ccc(-c2cc(/C=C/c3ccc(NS(C)(=O)=O)cc3CBr)c(OC)c(C(C)(C)C)c2)c(=O)[nH]1

HCID68540957

未命名化合物

收率 84%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID176

Acetic Acid

C2H4O2

PROCEDURE

实验过程

step 2—A solution of 322 (104 mg, 0.193 mmol), HBr 48% (0.100 mL, 0.871 mmol) in HOAc (4 mL) was heated at 75° C. for 4 h in a sealed tube. The reaction mixture was carefully poured into a mixture of saturated NaHCO3 and ice, extracted with EtOAc, dried (Na2SO4), filtered and concentrated to afford 93 mg (84%) of N-(3-bromomethyl-4-{(E)-2-[3-tert-butyl-2-methoxy-5-(6-methoxy-2-oxo-1,2-dihydro-pyridin-3-yl)-phenyl]-vinyl}-phenyl)-methanesulfonamide (324) as a purple oil.

WORKUP

后处理

extractionextracted with EtOAc
dry with materialdried (Na2SO4)
filtrationfiltered
concentrationconcentrated

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-a4209f4fa80f46388b10208c438f985d
来源数据集: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US08273773B2
来源说明: uspto-grants-2012_09

反应SMILES

[C:1]([C:5]1[C:6]([O:37][CH3:38])=[C:7](/[CH:21]=[CH:22]/[C:23]2[CH:28]=[CH:27][C:26]([NH:29][S:30]([CH3:33])(=[O:32])=[O:31])=[CH:25][C:24]=2[CH2:34]OC)[CH:8]=[C:9]([C:11]2[C:12]([O:19]C)=[N:13][C:14]([O:17][CH3:18])=[CH:15][CH:16]=2)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[BrH:39].C([O-])(O)=O.[Na+]>CC(O)=O>[Br:39][CH2:34][C:24]1[CH:25]=[C:26]([NH:29][S:30]([CH3:33])(=[O:31])=[O:32])[CH:27]=[CH:28][C:23]=1/[CH:22]=[CH:21]/[C:7]1[CH:8]=[C:9]([C:11]2[C:12](=[O:19])[NH:13][C:14]([O:17][CH3:18])=[CH:15][CH:16]=2)[CH:10]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[C:6]=1[O:37][CH3:38]