Реакция #10352

Уравнение реакции

sodium

4-methyl-phenyl sulfamic acid-[6-chloro-5-(p-tolyl)-4-pyrimidinyl]-amide

1,2-dimethoxyethan

ethyleneglycol

sodium

→

4-methyl-phenyl sulfamic acid-[6-(2-hydroxy-ethoxy)-5-(p-tolyl)-4-pyrimidinyl]-amide

Растворители

DMF

Условия реакции

Обработка

1. 1
   workup.DISSOLUTIONwas completely dissolved
2. 2
   workup.ADDITIONwas added
3. 3
   ДругоеThe mixture was evaporated
4. 4
   workup.ADDITIONwater (150 ml) was added to the residue
5. 5
   workup.ADDITIONfollowed by addition of acetic acid (1.0 ml)
6. 6
   ФильтрацияThe precipitate was filtered off
7. 7
   Промывкаwashed with water
8. 8
   Другоеdried
9. 9
   ДругоеThe crude material was purified by chromatography over silicagel with EtOAc/methanol/aquous ammonia (25%)=4/1/0.5

Методика

To a mixture of 1,2-dimethoxyethan (15 ml) and ethyleneglycol (40 ml) was added sodium (298 mg) in small portions. The mixture was stirred until the sodium was completely dissolved. Then DMF (15 ml), followed by 4-methyl-phenyl sulfamic acid-[6-chloro-5-(p-tolyl)-4-pyrimidinyl]-amide (1.0 g, Referential Example 14) was added. Stirring was continued for 4 days at 100° C. The mixture was evaporated and water (150 ml) was added to the residue followed by addition of acetic acid (1.0 ml). The precipitate was filtered off, washed with water and dried. The crude material was purified by chromatography over silicagel with EtOAc/methanol/aquous ammonia (25%)=4/1/0.5 to give 4-methyl-phenyl sulfamic acid-[6-(2-hydroxy-ethoxy)-5-(p-tolyl)-4-pyrimidinyl]-amide (500 mg). tR=4.38 (LC); [M+H]+=415.19 (ES+).

Источник