4-Fluorophenyl isothiocyanate → 3-(4-Fluorophenyl)-2-thioxo-2,3-dihydropyrido[3,2-d]pyrimidin-4(1H)-one

HRID 1674705

반응식

HRID 1674705 반응식
[NH2:1][C:2]1[C:3]([C:8]([O:10]CC)=O)=[N:4][CH:5]=[CH:6][CH:7]=1.[F:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]=[C:21]=[S:22])=[CH:16][CH:15]=1>N1C=CC=CC=1>[F:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:8](=[O:10])[C:3]3[N:4]=[CH:5][CH:6]=[CH:7][C:2]=3[NH:1][C:21]2=[S:22])=[CH:16][CH:15]=1

참가 물질

4

반응물 2

HCID 152414-Fluorophenyl isothiocyanateHCID 565054Ethyl 3-aminopyridine-2-carboxylate

생성물 1

HCID 576141483-(4-Fluorophenyl)-2-thioxo-2,3-dihydropyrido[3,2-d]pyrimidin-4(1H)-one

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
45 °C

실험 절차

A mixture of ethyl 3-aminopyridine-2-carboxylate (2.0 g, 12.0 mmol) and 4-fluorophenylisothiocyanate (1.84 g, 12.0 mmol) in 7 mL of anhydrous pyridine is stirred at 45° C. for 21 h. After cooling, the pyridine is evaporated in vacuo, and ice water is added to the residue. The resulting mixture is slurried in EtOAc and filtered to give the title compound as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 8.59 (1H, m), 7.79 (2H, m), 7.33 (4H, m).

후처리

  1. temperatureAfter cooling
  2. customthe pyridine is evaporated in vacuo, and ice water
  3. additionis added to the residue
  4. filtrationfiltered

출처 및 근거

ORD 기록
ord-65fe1994c29644bc93f763948915f659
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08003656B2

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