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Hydrochloric Acid → (R)-3-pyrrolidin-3-yl-4H-[1,2,4]thiadiazol-5-one

HRID 1040419
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인쇄 미리보기

반응식

HRID 1040419 반응식
C(OC([N:8]1[CH2:12][CH2:11][C@@H:10]([C:13]2[NH:17][C:16](=[O:18])[S:15][N:14]=2)[CH2:9]1)=O)(C)(C)C.Cl.O1CCOCC1>CO>[NH:8]1[CH2:12][CH2:11][C@@H:10]([C:13]2[NH:17][C:16](=[O:18])[S:15][N:14]=2)[CH2:9]1
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 136383467(R)-3-(5-oxo-4,5-dihydro-[1,2,4]thiadiazol-3-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester

생성물 1

HCID 136383465(R)-3-pyrrolidin-3-yl-4H-[1,2,4]thiadiazol-5-one수율 83%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

(R)-3-(5-Oxo-4,5-dihydro-[1,2,4]thiadiazol-3-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester (420 mg, 1.55 mmol) was dissolved in methanol (15 mL). 4M HCl in dioxane (0.70 mL, 2.80 mmol) was then added. The solution was stirred overnight. The reaction was concentrated in vacuo. The residue was purified by reverse phase HPLC to afford (R)-3-pyrrolidin-3-yl-4H-[1,2,4]thiadiazol-5-one (220 mg, 1.28 mmol, 83%) as a white solid.

후처리

  1. concentrationThe reaction was concentrated in vacuo
  2. customThe residue was purified by reverse phase HPLC

출처 및 근거

ORD 기록
ord-926a9de67ad74b1491ce8ad56a12db9e
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08552205B2

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