Magnesium Carbonate → Tert-butyl 3-(5-formylthiazol-2-yl)pyrrolidine-1-carboxylate

HRID 717968

反応式

HRID 717968 の反応式
[C:1]([CH:4]1[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5]1)(=[S:3])[NH2:2].Cl[CH:17]([CH:20]=O)[CH:18]=[O:19].C(=O)([O-])[O-].[Mg+2]>O1CCOCC1>[CH:18]([C:17]1[S:3][C:1]([CH:4]2[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5]2)=[N:2][CH:20]=1)=[O:19]

参加物

5

反応物 3

HCID 11029Magnesium CarbonateHCID 147646ChloromalonaldehydeHCID 5098610Tert-butyl 3-carbamothioylpyrrolidine-1-carboxylate

生成物 1

HCID 86701991Tert-butyl 3-(5-formylthiazol-2-yl)pyrrolidine-1-carboxylate

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
60 °C

実験手順

tert-Butyl 3-carbamothioylpyrrolidine-1-carboxylate (5 g, 21.71 mmol), 2-chloromalonaldehyde (3.70 g, 34.7 mmol) and magnesium carbonate (1.830 g, 21.71 mmol) were combined in dioxane (100 ml). The mixture was heated to 60° C. for 3 hours, stirred overnight at room temperature and then filtered through a pad of diatomaceous earth, rinsing with dichloromethane. The filtrate was concentrated in vacuo and then purified by normal phase chromatography to provide the title compound.

後処理

  1. filtrationfiltered through a pad of diatomaceous earth
  2. washrinsing with dichloromethane
  3. concentrationThe filtrate was concentrated in vacuo
  4. custompurified by normal phase chromatography

出典と根拠

ORDレコード
ord-7e18e3ac747d4fec80eeaaacb1ee753d
出典データセット
uspto-grants-2015_11
特許番号
US09193723B2

関連ノート

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