4-tert.-butyl-N-[6-chloro-5-(p-tolyl)4-pyrimidinyl]-benzene sulfonamide → 4-tert.-butyl-N-{6-[2-(toluene-sulfonyl-methyl-amino)-ethoxy]-5-p-tolyl-pyrimidin-4-yl}-benzenesulfonamide

HRID 1358320Notes

Reaction equation

HRID 1358320 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[C:20]([C:21]3[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=3)=[C:19](Cl)[N:18]=[CH:17][N:16]=2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH:29][CH2:30][CH2:31][N:32]([CH3:43])[S:33]([C:36]1[C:37]([CH3:42])=[CH:38][CH:39]=[CH:40][CH:41]=1)(=[O:35])=[O:34]>>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[C:20]([C:21]3[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=3)=[C:19]([O:29][CH2:30][CH2:31][N:32]([S:33]([C:36]3[C:37]([CH3:42])=[CH:38][CH:39]=[CH:40][CH:41]=3)(=[O:35])=[O:34])[CH3:43])[N:18]=[CH:17][N:16]=2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 227294154-tert.-butyl-N-[6-chloro-5-(p-tolyl)4-pyrimidinyl]-benzene sulfonamideHCID 65663185N-(2-hydroxyethyl)-N-methyl-toluenesulfonamide

Product 1

HCID 867590744-tert.-butyl-N-{6-[2-(toluene-sulfonyl-methyl-amino)-ethoxy]-5-p-tolyl-pyrimidin-4-yl}-benzenesulfonamide

Procedure

According to Example 24d) 100 mg 4-tert.-butyl-N-[6-chloro-5-(p-tolyl)-4-pyrimidinyl]-benzene sulfonamide was reacted with N-(2-hydroxyethyl)-N-methyl-toluenesulfonamide to give 14 mg 4-tert.-butyl-N-{6-[2-(toluene-sulfonyl-methyl-amino)-ethoxy]-5-p-tolyl-pyrimidin-4-yl}-benzenesulfonamide. LC-MS: tR=6.18 min, [M−1]−=607.54.

Sources & evidence

ORD record
ord-9e9a25aa83b84f42bdf4d41fe9ffb757
Source dataset
uspto-grants-2003_07
Patent number
US06596719B1

Reaction notes

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