تفاعل #56841

معادلة التفاعل

hydrochloric acid

4,6-dichloro-pyrimidin-2-yl-amine

4-aminobenzyl alcohol

N,N-diisopropylethylamine

→

[4-(2-amino-6-chloro-pyrimidin-4-yl-amino)-phenyl]-methanol

المردود 63.0%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated
2. 2
   درجة الحرارةunder reflux for 72 hours
3. 3
   تركيزConcentration under reduced pressure
4. 4
   أخرىprovided a solid which
5. 5
   ترشيحfiltered
6. 6
   أخرىdried under reduced pressure
7. 7
   ترشيحfiltered
8. 8
   workup.DISSOLUTIONdissolved in methanol (300 ml)
9. 9
   workup.ADDITIONAqueous sodium carbonate solution (1.0 M, 50 ml) was added
10. 10
    workup.STIRRINGAfter stirring for 2 hours
11. 11
    أخرىvolatiles were evaporated under reduced pressure and water (200 ml)
12. 12
    workup.ADDITIONwas added
13. 13
    ترشيحFiltration
14. 14
    أخرىdrying

الإجراء التجريبي

A mixture of 4,6-dichloro-pyrimidin-2-yl-amine (6.6 g, 40 mmol), 4-aminobenzyl alcohol (8.0 g, 65 mmol) and N,N-diisopropylethylamine (15 ml) in ethanol (200 ml) was heated under reflux for 72 hours. Concentration under reduced pressure provided a solid which was stirred with 1.0 M hydrochloric acid (200 ml) for 1 hour, filtered, dried under reduced pressure, stirred with ethyl acetate (200 ml) for 2 hours, filtered, and dissolved in methanol (300 ml). Aqueous sodium carbonate solution (1.0 M, 50 ml) was added. After stirring for 2 hours, volatiles were evaporated under reduced pressure and water (200 ml) was added. Filtration and drying provided [4-(2-amino-6-chloro-pyrimidin-4-yl-amino)-phenyl]-methanol (6.3 g, 63% yield) as a white powder.

المصدر