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

HRID 85163ノート

反応式

HRID 85163 の反応式
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

参加物

6

反応物 4

HCID 962WaterHCID 8083MorpholineHCID 11430Potassium CarbonateHCID 86653797HCID 86653797、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-eb95b38ada9e462484096b119a6879bb
出典データセット
uspto-grants-2014_09
特許番号
US08846947B2

反応ノート

読み込み中…