HRID353365

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID4137901

8-FLUORO-2-TETRALONE

C10H9FO

HCID5049666

Sodium triacetoxyborohydride

C6H10BNaO6

结构：NCc1ccc(CN(Cc2ccccn2)S(=O)(=O)c2ccccc2[N+](=O)[O-])cc1

HCID22708748

未命名化合物

PRODUCTS

生成物

结构：O=[N+]([O-])c1ccccc1S(=O)(=O)N(Cc1ccc(CNC2CCc3cccc(F)c3C2)cc1)Cc1ccccn1

HCID22708789

未命名化合物

收率 92%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID176

Acetic Acid

C2H4O2

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

Following General Procedure B: Reaction of 8-fluoro-2-tetralone (159 mg, 0.97 mmol), N-(2-nitrobenzenesulfonyl)-N-(2-pyridinylmethyl)-1,4-benzenedimethanamine (400 mg, 0.97 mmol) and NaBH(OAc)3 (411 mg, 1.9 mmol) in a mixture of CH2Cl2 (10 mL) and acetic acid (0.2 mL) for 18 hours followed by purification of the crude material by column chromatography on silica gel (CHCl3/MeOH/NH4OH 20:2:1) afforded the title compound (500 mg, 92%) as a yellow foam.

WORKUP

后处理

customfollowed by purification of the crude material by column chromatography on silica gel (CHCl3/MeOH/NH4OH 20:2:1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-10655a5432324aba98388eaf44d8227f
来源数据集: uspto-grants-2004_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06750348B1
来源说明: uspto-grants-2004_06

反应 SMILES

[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH2:10][C:9](=O)[CH2:8][CH2:7]2.[N+:13]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[S:22]([N:25]([CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][N:37]=1)[CH2:26][C:27]1[CH:32]=[CH:31][C:30]([CH2:33][NH2:34])=[CH:29][CH:28]=1)(=[O:24])=[O:23])([O-:15])=[O:14].[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl.C(O)(=O)C>[N+:13]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[S:22]([N:25]([CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][N:37]=1)[CH2:26][C:27]1[CH:32]=[CH:31][C:30]([CH2:33][NH:34][CH:9]2[CH2:8][CH2:7][C:6]3[C:11](=[C:2]([F:1])[CH:3]=[CH:4][CH:5]=3)[CH2:10]2)=[CH:29][CH:28]=1)(=[O:23])=[O:24])([O-:15])=[O:14]