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Methanesulfonyl chloride → [2-(4,4-Dimethylcyclohexyl)-5-methyl[1,3]thiazolo[5,4-d]pyrimidin-7-yl]methyl methanesulfonate

HRID 2171782
ノート
印刷プレビュー

反応式

HRID 2171782 の反応式
[CH3:1][C:2]1([CH3:20])[CH2:7][CH2:6][CH:5]([C:8]2[S:9][C:10]3[N:11]=[C:12]([CH3:19])[N:13]=[C:14]([CH2:17][OH:18])[C:15]=3[N:16]=2)[CH2:4][CH2:3]1.[CH3:21][S:22](Cl)(=[O:24])=[O:23]>CCOC(C)=O>[CH3:21][S:22]([O:18][CH2:17][C:14]1[C:15]2[N:16]=[C:8]([CH:5]3[CH2:4][CH2:3][C:2]([CH3:20])([CH3:1])[CH2:7][CH2:6]3)[S:9][C:10]=2[N:11]=[C:12]([CH3:19])[N:13]=1)(=[O:24])=[O:23]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 31297Methanesulfonyl chlorideHCID 118023489HCID 118023489、化合物

生成物 1

HCID 118023977[2-(4,4-Dimethylcyclohexyl)-5-methyl[1,3]thiazolo[5,4-d]pyrimidin-7-yl]methyl methanesulfonate

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

To a mixture of [2-(4,4-dimethylcyclohexyl)-5-methyl[1,3]thiazolo[5,4-d]pyrimidin-7-yl]methanol (6.42 g) and EtOAc (65 mL) were added dropwise TEA (4.5 mL) and MsCl (2.1 mL) under ice-cooling, followed by stirring at 0° C. for 1 hour. The reaction mixture was filtered and then to the liquid was added saturated aqueous sodium bicarbonate, followed by extraction with EtOAc. The organic layer was dried over MgSO4 and then concentrated under reduced pressure to obtain [2-(4,4-dimethylcyclohexyl)-5-methyl[1,3]thiazolo[5,4-d]pyrimidin-7-yl]methyl methanesulfonate (9.3 g).

後処理

  1. temperaturecooling
  2. filtrationThe reaction mixture was filtered
  3. additionto the liquid was added saturated aqueous sodium bicarbonate
  4. extractionfollowed by extraction with EtOAc
  5. dry with materialThe organic layer was dried over MgSO4
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-906161eebe484381a6d936a629ee837c
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09051339B2

反応ノート

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