Pentane → Ethyl 2-((tert-butoxycarbonyl)amino)-1,3-thiazole-4-carboxylate

HRID 520486

反応式

HRID 520486 の反応式
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:6]=1.[C:12](=O)([O:18]C(C)(C)C)[O:13][C:14]([CH3:17])([CH3:16])[CH3:15].CCCCC>C1COCC1.CN(C)C1C=CN=CC=1>[C:14]([O:13][C:12]([NH:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:6]=1)=[O:18])([CH3:17])([CH3:16])[CH3:15]

参加物

6

反応物 3

HCID 8003PentaneHCID 73216Ethyl 2-aminothiazole-4-carboxylateHCID 10219638Carbonic acid, bis(1,1-dimethylethyl) ester

生成物 1

HCID 22280595Ethyl 2-((tert-butoxycarbonyl)amino)-1,3-thiazole-4-carboxylate収率 66.4%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

Ethyl 2-aminothiazole-4-carboxylate 87 (10.0 g, 58.1 mmol) was taken up in 150 mL of anhydrous THF along with di-tert-butyl carbonate (12.67 g, 58.1 mmol) and 4-(dimethyl)aminopyridine (DMAP) (10 mg, 0.082 mmol). The reaction mixture was stirred at 50° C. for 4 h and then at room temperature for 18 h. It was then concentrated under reduced pressure to obtain a thick oil. Pentane was added and the resulting crystalline materials were collected by filtration and dried to afford 88 (10.5 g, 66% yield).

後処理

  1. waitat room temperature for 18 h
  2. concentrationIt was then concentrated under reduced pressure
  3. customto obtain a thick oil
  4. filtrationthe resulting crystalline materials were collected by filtration
  5. customdried

出典と根拠

ORDレコード
ord-a3d6ca76c1374673babeeba4ad81903f
出典データセット
uspto-grants-2016_05
特許番号
US09326986B2

関連ノート

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