Tetrahydrofuran → 3-[2-Chloro-3-methyl-5-pivaloylamino-4-pyridyl]-1,1-diethoxy-2-hydroxy-2-phenylpropane

HRID 2379697

反応式

HRID 2379697 の反応式
[Cl:1][C:2]1[C:7]([CH3:8])=[C:6]([CH3:9])[C:5]([NH:10][C:11](=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:4][N:3]=1.C1COCC1.[CH2:22]([O:24][CH:25]([O:34][CH2:35][CH3:36])[C:26]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:27])[CH3:23]>CCCCCC.O>[Cl:1][C:2]1[C:7]([CH3:8])=[C:6]([CH2:9][C:26]([OH:27])([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:25]([O:24][CH2:22][CH3:23])[O:34][CH2:35][CH3:36])[C:5]([NH:10][C:11](=[O:16])[C:12]([CH3:13])([CH3:15])[CH3:14])=[CH:4][N:3]=1

参加物

6

反応物 3

HCID 8028TetrahydrofuranHCID 225552,2-DiethoxyacetophenoneHCID 100830352-Chloro-3,4-dimethyl-5-pivaloylaminopyridine

生成物 1

HCID 104114103-[2-Chloro-3-methyl-5-pivaloylamino-4-pyridyl]-1,1-diethoxy-2-hydroxy-2-phenylpropane収率 67%

試薬・触媒・溶媒 2

HCID 8058Hexane触媒HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

144.3 g (0.6 mol) of 2-chloro-3,4-dimethyl-5-pivaloylaminopyridine are dissolved in 2.9 1 of abs. THF and the solution is treated under argon at -78° C. with 127 ml of a 10.4N solution of n-BuLl in n-hexane (1.32 mmol). The mixture is stirred at 0° C. for 3 h, 129.8 ml (0.6 mol) of 2,2-diethoxyacetophenone are slowly added at -78° C. and the mixture is stirred at room temperature overnight. It is then added to water and extracted 3 times with ethyl acetate, dried and concentrated on a rotary evaporator. The purity is sufficient for further reaction. After chromatography, 180.5 g (67%) of the title compound are obtained. M.p.: 133° C.

後処理

  1. stirringthe mixture is stirred at room temperature overnight
  2. extractionextracted 3 times with ethyl acetate
  3. customdried
  4. concentrationconcentrated on a rotary evaporator
  5. customThe purity is sufficient for further reaction

出典と根拠

ORDレコード
ord-1e7e41821caf4528ae0b3e6aa8dc29f0
出典データセット
uspto-grants-1994_11
特許番号
US05364855

関連ノート

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