HRID1984588

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID817695

2-Amino-5-bromo-4-methylpyridine

C6H7BrN2

HCID2736675

2-Chloro-4-(trifluoromethyl)benzenesulfonyl chloride

C7H3Cl2F3O2S

HCID57718290

未命名化合物

PRODUCTS

生成物

结构：Cc1cc(NS(=O)(=O)c2ccc(C(F)(F)F)cc2Cl)ncc1Sc1ccc(S(=O)(=O)N2CCCCC2)cc1

HCID57718241

未命名化合物

PROCEDURE

实验过程

Prepared from 2-amino-5-bromo-4-methylpyridine and 4-(N-piperidinylsulfonyl)thiophenol according to General Method 11 step 1 followed by reaction with 2-chloro-4-trifluoromethylphenylsulfonyl chloride according to General Method 11 step 2. 1H NMR (CDCl3): 13.39 (1H, br s, NH), 8.39 (1H, s, A-ring CH ortho to Cl), 8.31 (1H, d, J 11 Hz, A-ring CH ortho to SO2NH), 7.67 & 7.18 (2×1H, 2×s, pyridyl CH's), 7.61 (1H, d, J 11 Hz, A-ring CH ortho to CF3), 7.53 & 7.04 (2×2H, 2×d, 2×J 10 Hz, Ar CH's of C-ring), 2.91-2.82 (4H, m, CH2NCH2), 2.22 (3H, s, CH3), 1.62-1.46 (4H, m, CH2CH2CH2CH2CH2), 1.39-1.28 (2H, m, CH2CH2CH2CH2CH2). Hplc (Luna 2, Gradient 5): rt=6.47 minutes. LC/MS rt=7.13 minutes, 606 (MH+).

WORKUP

后处理

customrt=6.47 minutes
customLC/MS rt=7.13 minutes, 606 (MH+)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-644a43430bff4286ae58a9976296d49a
来源数据集: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07544702B2
来源说明: uspto-grants-2009_06

反应 SMILES

[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5](Br)=[CH:4][N:3]=1.[N:10]1([S:16]([C:19]2[CH:24]=[CH:23][C:22]([SH:25])=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1.[Cl:26][C:27]1[CH:32]=[C:31]([C:33]([F:36])([F:35])[F:34])[CH:30]=[CH:29][C:28]=1[S:37](Cl)(=[O:39])=[O:38]>>[Cl:26][C:27]1[CH:32]=[C:31]([C:33]([F:35])([F:34])[F:36])[CH:30]=[CH:29][C:28]=1[S:37]([NH:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([S:25][C:22]2[CH:21]=[CH:20][C:19]([S:16]([N:10]3[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]3)(=[O:18])=[O:17])=[CH:24][CH:23]=2)=[CH:4][N:3]=1)(=[O:39])=[O:38]