Water → HCID 59633937、化合物

HRID 1615057ノート

反応式

HRID 1615057 の反応式
[CH:1]1([C:4]2[CH:32]=[CH:31][C:7]([CH2:8][O:9][C:10]3[CH:15]=[CH:14][C:13]([CH:16]4[CH2:19][N:18]([C:20]([C:22]5[CH:27]=[C:26]([OH:28])[CH:25]=[CH:24][N:23]=5)=[O:21])[CH2:17]4)=[CH:12][C:11]=3[O:29][CH3:30])=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.C([O-])([O-])=O.[K+].[K+].C1(C)C=CC(S(O[CH2:49][C@H:50]2[CH2:54][O:53][C:52]([CH3:56])([CH3:55])[O:51]2)(=O)=O)=CC=1.O>CN(C=O)C>[CH:1]1([C:4]2[CH:32]=[CH:31][C:7]([CH2:8][O:9][C:10]3[CH:15]=[CH:14][C:13]([CH:16]4[CH2:19][N:18]([C:20]([C:22]5[CH:27]=[C:26]([O:28][CH2:49][C@H:50]6[CH2:54][O:53][C:52]([CH3:56])([CH3:55])[O:51]6)[CH:25]=[CH:24][N:23]=5)=[O:21])[CH2:17]4)=[CH:12][C:11]=3[O:29][CH3:30])=[CH:6][CH:5]=2)[CH2:3][CH2:2]1

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 6993835(R)-(-)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-ToluenesulfonateHCID 178487635HCID 178487635、化合物

生成物 1

HCID 59633937HCID 59633937、化合物収率 49%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

To a suspension of {3-[4-(4-cyclopropylbenzyloxy)-3-methoxyphenyl]-azetidin-1-yl}-(4-hydroxypyridin-2-yl)-methanone (0.45 g) prepared in a manner similar to Example (6) using 4-hydroxypyridine-2-calboxylic acid and K2CO3 (0.21 g) in DMF (8.0 mL) was added (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl toluene-4-sulfonate (0.33 g). The reaction mixture was stirred at 100° C. for 13 hr. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and then dried over MgSO4. The solvent was removed under reduced pressure. The residue was purified by silica gel chromatography (Developing solvent: hexane/ethyl acetate=1/2) to give the title compound (0.27 g, 49%).

後処理

  1. customprepared in a manner similar to Example (6)
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with water and brine
  4. dry with materialdried over MgSO4
  5. customThe solvent was removed under reduced pressure
  6. customThe residue was purified by silica gel chromatography (Developing solvent: hexane/ethyl acetate=1/2)

出典と根拠

ORDレコード
ord-fbbf6b8cc6b14d5cb79d87729a21e26c
出典データセット
uspto-grants-2014_07
特許番号
US08765739B2

反応ノート

読み込み中…