Morpholine → (1-Methyl-2-morpholin-4-yl-ethyl)-carbamic acid tert-butyl ester

HRID 77756노트

반응식

HRID 77756 반응식
[C:1]([O:5][C:6]([NH:8][CH:9]([CH3:16])[CH2:10]OS(C)(=O)=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1.C([O-])([O-])=O.[K+].[K+]>CC#N>[C:1]([O:5][C:6](=[O:7])[NH:8][CH:9]([CH3:16])[CH2:10][N:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 144271842-tert-Butoxycarbonylaminopropyl methanesulfonate

생성물 1

HCID 15326463(1-Methyl-2-morpholin-4-yl-ethyl)-carbamic acid tert-butyl ester수율 62%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of methanesulfonic acid 2-tert-butoxycarbonylamino-propyl ester (23 mmol) in CH3CN (20 mL) was added morpholine (28 mmol) and K2CO3 (23 mmol) at room temperature. The reaction mixture was brought to 50° C. and kept at the same temperature overnight. The reaction mixture was cooled and solvent was removed under reduced pressure, and the residue was treated with CH2Cl2 (50 mL) and H2O (50 mL). The organic layer was separated and the aqueous layer was extracted with CH2Cl2. The combined organic layer was dried over Na2SO4. Solvent was removed under reduced pressure and the residue was purified by column chromatography (ethyl acetate) to afford (1-methyl-2-morpholin-4-yl-ethyl)-carbamic acid tert-butyl ester as viscous liquid, yield: 62%. MS (M+H)=245.

후처리

  1. customwas brought to 50° C.
  2. customkept at the same temperature overnight
  3. temperatureThe reaction mixture was cooled
  4. customsolvent was removed under reduced pressure
  5. additionthe residue was treated with CH2Cl2 (50 mL) and H2O (50 mL)
  6. customThe organic layer was separated
  7. extractionthe aqueous layer was extracted with CH2Cl2
  8. dry with materialThe combined organic layer was dried over Na2SO4
  9. customSolvent was removed under reduced pressure
  10. customthe residue was purified by column chromatography (ethyl acetate)

출처 및 근거

ORD 기록
ord-e260e7b98c3d47bba885e9638fca8d6f
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841336B2

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