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Triethylamine → 2-[[2-(5-Isopropylthieno[2,3-d]pyrimidin-4-yl)-2-azabicyclo[2.2.1]heptan-5-yl]oxy]ethyl methanesulfonate

HRID 928567
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인쇄 미리보기

반응식

HRID 928567 반응식
[CH:1]([C:4]1[C:12]2[C:11]([N:13]3[CH2:18][CH:17]4[CH2:19][CH:14]3[CH2:15][CH:16]4[O:20][CH2:21][CH2:22][OH:23])=[N:10][CH:9]=[N:8][C:7]=2[S:6][CH:5]=1)([CH3:3])[CH3:2].C(N(CC)CC)C.[CH3:31][S:32](Cl)(=[O:34])=[O:33]>C(Cl)Cl>[CH3:31][S:32]([O:23][CH2:22][CH2:21][O:20][CH:16]1[CH2:15][CH:14]2[CH2:19][CH:17]1[CH2:18][N:13]2[C:11]1[C:12]2[C:4]([CH:1]([CH3:3])[CH3:2])=[CH:5][S:6][C:7]=2[N:8]=[CH:9][N:10]=1)(=[O:34])=[O:33]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 895794632-[[2-(5-Isopropylthieno[2,3-d]pyrimidin-4-yl)-2-azabicyclo[2.2.1]heptan-5-yl]oxy]ethanol

생성물 1

HCID 895794842-[[2-(5-Isopropylthieno[2,3-d]pyrimidin-4-yl)-2-azabicyclo[2.2.1]heptan-5-yl]oxy]ethyl methanesulfonate수율 106.8%

시약·촉매·용매 1

HCID 6344Dichloromethane
용매
2회

실험 절차

2-[[2-(5-Isopropylthieno[2,3-d]pyrimidin-4-yl)-2-azabicyclo[2.2.1]heptan-5-yl]oxy]ethanol (0.56 g, 1.7 mmol) was stirred in DCM (13.25 g, 10 mL, 156.0 mmol) at 0° C. Triethylamine (0.52 g, 0.71 mL, 5.0 mmol) was added. Methanesulfonyl chloride (0.29 g, 0.20 mL, 2.5 mmol) was added dropwise and the reaction allowed to warm slowly to room temperature and stirred for 1 hour. The reaction mixture was diluted with DCM, washed with water, dried over Na2SO4 and concentrated in vacuo to afford 2-[[2-(5-isopropylthieno[2,3-d]pyrimidin-4-yl)-2-azabicyclo[2.2.1]heptan-5-yl]oxy]ethyl methanesulfonate (0.747 g). LCMS RT=3.94 min. M+1=412.

후처리

  1. washwashed with water
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-aa0dcbdc268d4261aa94a7aea55c5f6f
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09290511B2

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