반응 #77683

반응 방정식

(R)-N-[5-(1-hydroxy-2-{2-[4-(2-methyl-thiazol-4-yl)-phenoxy]-ethylamino}-ethyl)-pyridin-2-yl]-acetamide

sodium hydroxide

→

desired product

수율 74.0%

(R)-1-(6-Amino-pyridin-3-yl)-2-{2-[4-(2-methyl-thiazol-4-yl)-phenoxy]-ethylamino}-ethanol

수율 74.0%

용매

water

ethanol

반응 조건

후처리

1. 1
   추출The aqueous phase was extracted with four portions of methylene chloride
2. 2
   건조the combined organic extracts were dried over magnesium sulfate
3. 3
   여과filtered
4. 4
   농축concentrated in vacuo
5. 5
   기타The resulting crude material was purified by column chromatography (methylene chloride to 20% methanol/methylene chloride)

실험 절차

In a round-bottomed flask, (R)-N-[5-(1-hydroxy-2-{2-[4-(2-methyl-thiazol-4-yl)-phenoxy]-ethylamino}-ethyl)-pyridin-2-yl]-acetamide (74 mg, 0.18 mmol) was dissolved in 1.0 mL of ethanol, and 1.0 mL of 2 M sodium hydroxide was added to the solution. The reaction mixture was then heated to about 80° C. for about twenty minutes, and was then diluted with water and adjusted to about pH 11. The aqueous phase was extracted with four portions of methylene chloride, and the combined organic extracts were dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting crude material was purified by column chromatography (methylene chloride to 20% methanol/methylene chloride) to afford 49 mg (74%) of the desired product. LRMS ([M+1]+): 371.2.

출처