Water → (6-Morpholin-4-ylmethyl-pyridin-3-yl)-carbamic acid tert-butyl ester

HRID 85163노트

반응식

HRID 85163 반응식
CS(O[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[CH:9][N:8]=1)(=O)=O.[NH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1.C([O-])([O-])=O.[K+].[K+].O>C(#N)C>[O:24]1[CH2:25][CH2:26][N:21]([CH2:6][C:7]2[N:8]=[CH:9][C:10]([NH:13][C:14](=[O:15])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:11][CH:12]=2)[CH2:22][CH2:23]1

참가 물질

6

반응물 4

HCID 962WaterHCID 8083MorpholineHCID 11430Potassium CarbonateHCID 86653797HCID 86653797, 화합물

생성물 1

HCID 67170692(6-Morpholin-4-ylmethyl-pyridin-3-yl)-carbamic acid tert-butyl ester수율 72.8%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture containing (5-(tert-butoxycarbonylamino)pyridin-2-yl)methyl methanesulfonate (114; 1.70 g), morpholine (48; 1.0 g, 11.3 mmol) and K2CO3 (2.30 g, 16.9 mmol) in acetonitrile (30 mL) was stirred at room temperature for 12 h. Water (30 mL) was added and the mixture was extracted with ethyl acetate (3×30 mL). The combined organic layers were dried (MgSO4) and concentrated under reduced pressure. The resulting residue was purified by chromatography (petroleum ether:ethyl acetate=1:1 to 1:3) to afford tert-butyl 6-(morpholinomethyl)pyridin-3-ylcarbamate 115 (1.20 g, 71% for two steps).

후처리

  1. extractionthe mixture was extracted with ethyl acetate (3×30 mL)
  2. dry with materialThe combined organic layers were dried (MgSO4)
  3. concentrationconcentrated under reduced pressure
  4. customThe resulting residue was purified by chromatography (petroleum ether:ethyl acetate=1:1 to 1:3)

출처 및 근거

ORD 기록
ord-eb95b38ada9e462484096b119a6879bb
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846947B2

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