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Water → ((R)-1-[1,2,4]triazolo-[1,5-a]pyrimidin-7-ylpyrrolidin-2-yl)methyl methanesulfonate

HRID 1036169
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HRID 1036169 반응식
[N:1]1[N:5]2[C:6]([N:10]3[CH2:14][CH2:13][CH2:12][C@@H:11]3[CH2:15][OH:16])=[CH:7][CH:8]=[N:9][C:4]2=[N:3][CH:2]=1.C(N(CC)CC)C.[CH3:24][S:25](Cl)(=[O:27])=[O:26].O>ClCCl>[CH3:24][S:25]([O:16][CH2:15][C@H:11]1[CH2:12][CH2:13][CH2:14][N:10]1[C:6]1[N:5]2[N:1]=[CH:2][N:3]=[C:4]2[N:9]=[CH:8][CH:7]=1)(=[O:27])=[O:26]
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참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 58514386((R)-1-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylpyrrolidin-2-yl)methanol

생성물 1

HCID 86659278((R)-1-[1,2,4]triazolo-[1,5-a]pyrimidin-7-ylpyrrolidin-2-yl)methyl methanesulfonate

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

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온도
0 °C

실험 절차

1.5 g of ((R)-1-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylpyrrolidin-2-yl)methanol are dissolved in 15 ml of dichloromethane with stirring, and 1.9 ml of triethylamine are added. This solution is cooled to 0° C., and a solution of 0.8 ml of methanesulfonyl chloride in 5 ml of dichloromethane is added dropwise. When the addition is complete, the mixture is allowed to warm to RT for 12 h. For workup, the solution is poured into equal proportions by volume of water, the organic phase is extracted to exhaustion with ethyl acetate, the combined organic phases are dried over sodium sulfate, filtered off with suction, evaporated and chromatographed on silica gel, giving 1.1 g of ((R)-1-[1,2,4]triazolo-[1,5-a]pyrimidin-7-ylpyrrolidin-2-yl)methyl methanesulfonate as colourless oil;

후처리

  1. additionWhen the addition
  2. temperatureto warm to RT for 12 h
  3. extractionthe organic phase is extracted to exhaustion with ethyl acetate
  4. dry with materialthe combined organic phases are dried over sodium sulfate
  5. filtrationfiltered off with suction
  6. customevaporated
  7. customchromatographed on silica gel

출처 및 근거

ORD 기록
ord-bee043620d24404dbe79aa22d6a6ffd2
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08546406B2

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