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Acetic Acid → Tert-butyl 4-(2,4-dioxoimidazolidin-1-yl)piperidine-1-carboxylate

HRID 1671596
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HRID 1671596 반응식
[O-:1][C:2]#[N:3].[K+].C(O[C:8](=[O:24])[CH2:9][NH:10][CH:11]1[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH2:12]1)C.C(O)(=O)C>O>[O:1]=[C:2]1[NH:3][C:8](=[O:24])[CH2:9][N:10]1[CH:11]1[CH2:12][CH2:13][N:14]([C:17]([O:19][C:20]([CH3:21])([CH3:22])[CH3:23])=[O:18])[CH2:15][CH2:16]1
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참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 11378442Potassium cyanateHCID 15380724Tert-butyl 4-[(2-ethoxy-2-oxoethyl)amino]piperidine-1-carboxylate

생성물 1

HCID 57428924Tert-butyl 4-(2,4-dioxoimidazolidin-1-yl)piperidine-1-carboxylate수율 30.3%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
40 °C

실험 절차

Potassium cyanate (31 mg, 0.384 mmol) was added to a solution of tert-butyl 4-[(2-ethoxy-2-oxoethyl)amino]piperidine-1-carboxylate (100 mg, 0.384 mmol) in water (2 mL). Acetic acid was then added to adjust pH of reaction to 4-5 and the mixture was heated at 40° C. After 16 h, the reaction was cooled to ambient temperature and purified by reverse phase HPLC(C-18, 95% water/acetonitrile→5% water/acetonitrile with 0.1% trifluoroacetic acid) to give the title compound (33 mg).

후처리

  1. custompH of reaction to 4-5
  2. temperaturethe reaction was cooled to ambient temperature
  3. custompurified by reverse phase HPLC(C-18, 95% water/acetonitrile→5% water/acetonitrile with 0.1% trifluoroacetic acid)

출처 및 근거

ORD 기록
ord-ba25f831ad564c20b510d24c997de01c
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07994325B2

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