4-Methoxybenzylamine → 5-Bromo-2-(4-methoxybenzylamino)pyrimidine

HRID 2353328Notes

Reaction equation

HRID 2353328 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5](Cl)=[N:6][CH:7]=1.[CH3:9][O:10][C:11]1[CH:18]=[CH:17][C:14]([CH2:15][NH2:16])=[CH:13][CH:12]=1>>[Br:1][C:2]1[CH:3]=[N:4][C:5]([NH:16][CH2:15][C:14]2[CH:17]=[CH:18][C:11]([O:10][CH3:9])=[CH:12][CH:13]=2)=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 754524-MethoxybenzylamineHCID 6066655-Bromo-2-chloropyrimidine

Product 1

HCID 467395775-Bromo-2-(4-methoxybenzylamino)pyrimidineYield 98%

Procedure

5-Bromo-2-chloropyrimidine (300 mg, 1.55 mmol) was dissolved by heating at 120° C. in 4-methoxybenzylamine (2.1 g, 15.4 mmol), and the solution was stirred at the same temperature for 2 hours. The reaction mixture was directly subjected to silica gel column chromatography for purification to obtain 5-bromo-2-(4-methoxybenzylamino)pyrimidine (445 mg, 98%) as colorless amorphous solid.

Workup

  1. customThe reaction mixture was directly subjected to silica gel column chromatography for purification

Sources & evidence

ORD record
ord-0e03fa2026614694946f2b9b3ef78fd8
Source dataset
uspto-grants-2010_07
Patent number
US07750019B2

Reaction notes

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