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

HRID 520486
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HRID 520486 반응식
[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]
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참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매
HCID 8028
Tetrahydrofuran
용매

반응 조건

온도
50 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a3d6ca76c1374673babeeba4ad81903f
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09326986B2

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