Cesium carbonate → HCID 58547859, 화합물

HRID 707341노트

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HRID 707341 반응식
C(=O)([O-])[O-].[Cs+].[Cs+].Cl[C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1.Cl.[NH:19]1[CH2:22][CH:21]([NH:23][C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])[CH2:20]1>CN(C)C=O.O>[N:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:16]=[CH:17][C:8]=1[N:19]1[CH2:22][CH:21]([NH:23][C:24](=[O:30])[O:25][C:26]([CH3:28])([CH3:27])[CH3:29])[CH2:20]1

참가 물질

6

반응물 3

HCID 10796Cesium carbonateHCID 119282-ChloroquinolineHCID 22101213tert-Butyl azetidin-3-ylcarbamate--hydrogen chloride (1/1)

생성물 1

HCID 58547859HCID 58547859, 화합물수율 80%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
120 °C

실험 절차

Cesium carbonate (4.68 g, 14.4 mmol), 2-chloroquinoline (0.782 g, 4.8 mmol) and tert-butyl azetidin-3-yl-carbamate hydrochloride (1.0 g, 4.8 mmol) were dissolved in dry dimethylformamide (15 mL) and the resulting mixture was heated at 120° C. overnight. The mixture was diluted with water (40 mL) and extracted with ethyl acetate (2×50 mL). The combined organic extracts were washed with water (30 mL) and brine (30 mL), then dried over sodium sulfate. The organic was evaporated in vacuo and the residue was purified by flash column chromatography on silica gel (20% to 40% ethyl acetate in petroleum ether) to give tert-butyl (1-(quinolin-2-yl)azetidin-3-yl)-carbamate (1.14 g, 3.84 mmol, 80% yield) as white solid.

후처리

  1. extractionextracted with ethyl acetate (2×50 mL)
  2. washThe combined organic extracts were washed with water (30 mL) and brine (30 mL)
  3. dry with materialdried over sodium sulfate
  4. customThe organic was evaporated in vacuo
  5. customthe residue was purified by flash column chromatography on silica gel (20% to 40% ethyl acetate in petroleum ether)

출처 및 근거

ORD 기록
ord-ef82a4e4f62c49918c68d410a37df44d
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174992B2

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