5-Bromo-2-fluoro-3-pyridinecarboxaldehyde → 6-bromo-N-methylpyrido[2,3-d]pyrimidin-2-amine

HRID 522736노트

반응식

HRID 522736 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=O)[C:5](F)=[N:6][CH:7]=1.Cl.[CH3:12][NH:13][C:14]([NH2:16])=[NH:15]>C(#N)C>[Br:1][C:2]1[CH:7]=[N:6][C:5]2[N:15]=[C:14]([NH:13][CH3:12])[N:16]=[CH:9][C:4]=2[CH:3]=1

참가 물질

4

반응물 2

HCID 454801925-Bromo-2-fluoro-3-pyridinecarboxaldehydeHCID 178485118HCID 178485118, 화합물

생성물 1

HCID 588291426-bromo-N-methylpyrido[2,3-d]pyrimidin-2-amine수율 24%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
180 °C

실험 절차

Treat a solution of 5-bromo-2-fluoropyridine-3-carboxaldehyde (0.50 g, 2.451 mmol) and 1-methylguanidine hydrochloride (0.322 g, 2.94 mmol) in acetonitrile (20 mL) with TEA (0.947 mL, 7.35 mmol) and heat to 180° C. in the microwave for 15 min. Concentrate the mixture to dryness, treat the residue with DCM and wash with H2O, then brine. Dry the organic layer over Na2SO4, concentrate to dryness and purify via silica gel chromatography (20-100% EtOAc/Hexanes) to afford the title compound (140 mg, 24% yield). MS (m/z): 241.0 (M+1).

후처리

  1. concentrationConcentrate the mixture to dryness
  2. additiontreat the residue with DCM
  3. washwash with H2O
  4. dry with materialDry the organic layer over Na2SO4
  5. concentrationconcentrate to dryness
  6. custompurify via silica gel chromatography (20-100% EtOAc/Hexanes)

출처 및 근거

ORD 기록
ord-340191897e0b49d9b5800485779361fd
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09334267B2

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