甲基磺酰氯 → N-[4-(2-Dimethylaminoethyl)-1H-indazol-7-yl]methanesulfonamide, Hydrochloride

HRID 1032542

反应方程式

HRID 1032542 反应方程式
[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][C:5]1[CH:13]=[CH:12][C:11]([NH2:14])=[C:10]2[C:6]=1[CH:7]=[N:8][NH:9]2.[CH3:16][S:17]([Cl:20])(=[O:19])=[O:18]>CN(C)C=O.O1CCCC1>[ClH:20].[CH3:15][N:2]([CH3:1])[CH2:3][CH2:4][C:5]1[CH:13]=[CH:12][C:11]([NH:14][S:17]([CH3:16])(=[O:19])=[O:18])=[C:10]2[C:6]=1[CH:7]=[N:8][NH:9]2

参与物

5

反应物 2

HCID 31297甲基磺酰氯HCID 13629325N,N-dimethyl-N-[2-(7-amino-1H-indazol-4-yl)ethyl]amine

产物 1

HCID 131716572N-[4-(2-Dimethylaminoethyl)-1H-indazol-7-yl]methanesulfonamide, Hydrochloride

试剂、催化剂与溶剂 2

HCID 6228N,N-二甲基甲酰胺溶剂HCID 8028四氢呋喃溶剂

反应条件

温度
0 °C

实验过程

At 0° C., 1.2 g of N,N-dimethyl-N-[2-(7-amino-1H-indazol-4-yl)ethyl]amine in 10 ml of dimethylformamide and 5 ml of tetrahydrofuran is combined with 0.91 ml of methanesulfonyl chloride The mixture is agitated for 2 hours at 0° C. and for 14 hours at room temperature. The product is chromatographed on silica gel with methanol/dichloromethane 1:1 and treated with ethereal hydrochloric acid, obtaining, after recrystallization from methanol/diethyl ether, 550 mg of N-[4-(2-dimethylamino-ethyl)-1H-indazol-7-yl]methanesulfonamide, hydrochloride, mp 203°-205° C.

后处理

  1. customAt 0° C.
  2. customThe product is chromatographed on silica gel with methanol/dichloromethane 1:1
  3. additiontreated with ethereal hydrochloric acid
  4. customobtaining
  5. customafter recrystallization from methanol/diethyl ether, 550 mg of N-[4-(2-dimethylamino-ethyl)-1H-indazol-7-yl]methanesulfonamide, hydrochloride, mp 203°-205° C.

来源与证据

ORD记录
ord-e67e53afb7fe4fdc9e7d4a7a681f1169
来源数据集
uspto-grants-1990_09
专利号
US04958026

关联笔记

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