Ethanolamine → N-[6-(2-amino-ethoxy)-5-p-tolyl-pyrimidin-4-yl]-4-tert.-butyl-benzenesulfonamide

HRID 1358321Notes

Reaction equation

HRID 1358321 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].[NH2:29][CH2:30][CH2:31][OH:32]>>[NH2:29][CH2:30][CH2:31][O:32][C:19]1[N:18]=[CH:17][N:16]=[C:15]([NH:14][S:11]([C:8]2[CH:9]=[CH:10][C:5]([C:1]([CH3:3])([CH3:2])[CH3:4])=[CH:6][CH:7]=2)(=[O:13])=[O:12])[C:20]=1[C:21]1[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 227294154-tert.-butyl-N-[6-chloro-5-(p-tolyl)4-pyrimidinyl]-benzene sulfonamide

Product 1

HCID 18184174N-[6-(2-amino-ethoxy)-5-p-tolyl-pyrimidin-4-yl]-4-tert.-butyl-benzenesulfonamide

Procedure

According to Example 4b), 500 mg 4-tert.-butyl-N-[6-chloro-5-(p-tolyl)-4-pyrimidinyl]-benzene sulfonamide was reacted with 2-amino-ethanol to give 450 mg N-[6-(2-amino-ethoxy)-5-p-tolyl-pyrimidin-4-yl]4-tert.-butyl-benzenesulfonamide. LC-MS: tR=3.90 min, [M−1]−=439.44.

Sources & evidence

ORD record
ord-1293a672b7664752b75d67055f8a48e0
Source dataset
uspto-grants-2003_07
Patent number
US06596719B1

Reaction notes

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