Bis(2-Methoxyethyl)amine → N-[4-(aminosulfonyl)-2-methylphenyl]-6-[bis(2-methoxyethyl)amino]pyrimidine-4-carboxamide

HRID 1746736Notes

Reaction equation

HRID 1746736 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([S:8](=[O:11])(=[O:10])[NH2:9])[CH:5]=[CH:4][C:3]=1[NH:12][C:13]([C:15]1[CH:20]=[C:19](Cl)[N:18]=[CH:17][N:16]=1)=[O:14].[CH3:22][O:23][CH2:24][CH2:25][NH:26][CH2:27][CH2:28][O:29][CH3:30]>>[NH2:9][S:8]([C:6]1[CH:5]=[CH:4][C:3]([NH:12][C:13]([C:15]2[CH:20]=[C:19]([N:26]([CH2:27][CH2:28][O:29][CH3:30])[CH2:25][CH2:24][O:23][CH3:22])[N:18]=[CH:17][N:16]=2)=[O:14])=[C:2]([CH3:1])[CH:7]=1)(=[O:11])=[O:10]

Participants

3

Reactant 2

HCID 2383Bis(2-Methoxyethyl)amineHCID 594470566-Chloro-pyrimidine-4-carboxylic acid (2-methyl-4-sulfamoyl-phenyl)amide2×

Product 1

HCID 25182907N-[4-(aminosulfonyl)-2-methylphenyl]-6-[bis(2-methoxyethyl)amino]pyrimidine-4-carboxamideYield 84%

Procedure

Following the general method as outlined in Example 20, starting from 6-chloro-pyrimidine-4-carboxylic acid (2-methyl-4-sulfamoyl-phenyl)-amide (Intermediate 17) and bis(2-methoxyethyl)amine (Aldrich), the title compound was obtained as a white solid in 84% yield.

Sources & evidence

ORD record
ord-2a5fda83b9644b3cb3364e94430a3115
Source dataset
uspto-grants-2015_10
Patent number
US09150519B2

Reaction notes

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