Methanesulfonyl chloride → 2-({5-Chloro-2-[(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)carbamoyl]phenyl}amino)ethyl methanesulfonate

HRID 425993Notes

Reaction equation

HRID 425993 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]([NH:8][C:9]2[CH:18]=[C:17]3[C:12]([CH2:13][CH2:14][C:15](=[O:20])[N:16]3[CH3:19])=[CH:11][CH:10]=2)=[O:7])=[C:4]([NH:23][CH2:24][CH2:25][OH:26])[CH:3]=1.C(N(C(C)C)CC)(C)C.[CH3:36][S:37](Cl)(=[O:39])=[O:38]>O1CCCC1>[CH3:36][S:37]([O:26][CH2:25][CH2:24][NH:23][C:4]1[CH:3]=[C:2]([Cl:1])[CH:22]=[CH:21][C:5]=1[C:6](=[O:7])[NH:8][C:9]1[CH:18]=[C:17]2[C:12]([CH2:13][CH2:14][C:15](=[O:20])[N:16]2[CH3:19])=[CH:11][CH:10]=1)(=[O:39])=[O:38]

Participants

5

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 578679984-chloro-2-[(2-hydroxyethyl)amino]-N-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)benzamide

Product 1

HCID 578679622-({5-Chloro-2-[(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)carbamoyl]phenyl}amino)ethyl methanesulfonate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-Chloro-2-[(2-hydroxyethyl)amino]-N-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)benzamide was dissolved in tetrahydrofuran, diisopropylethylamine and methanesulfonyl chloride were added, followed by stirring at room temperature for 3 hours. By post-treating the reaction liquid, 2-({5-chloro-2-[(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)carbamoyl]phenyl}amino)ethyl methanesulfonate was obtained.

Workup

  1. additionBy post-treating
  2. customthe reaction liquid

Sources & evidence

ORD record
ord-0d16be21835246fd945c7df036d21a7c
Source dataset
uspto-grants-2012_01
Patent number
US08106190B2

Reaction notes

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