4-Amino-2-(methylsulfanyl)pyrimidine-5-carbaldehyde → HCID 89814189, 화합물

HRID 522733

반응식

HRID 522733 반응식
[NH2:1][C:2]1[C:3]([F:13])=[CH:4][C:5]([Br:12])=[C:6]([CH2:8][C:9](=O)[CH3:10])[CH:7]=1.[NH2:14][C:15]1[C:20]([CH:21]=O)=[CH:19][N:18]=[C:17]([S:23][CH3:24])[N:16]=1.[O-]CC.[Na+]>CCO>[Br:12][C:5]1[C:6]([C:8]2[C:9]([CH3:10])=[N:14][C:15]3[N:16]=[C:17]([S:23][CH3:24])[N:18]=[CH:19][C:20]=3[CH:21]=2)=[CH:7][C:2]([NH2:1])=[C:3]([F:13])[CH:4]=1

참가 물질

5

반응물 3

HCID 2957694-Amino-2-(methylsulfanyl)pyrimidine-5-carbaldehydeHCID 2723922Sodium ethoxideHCID 898138911-(5-Amino-2-bromo-4-fluorophenyl)propan-2-one

생성물 1

HCID 89814189HCID 89814189, 화합물수율 16.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Treat a solution of 1-(5-amino-2-bromo-4-fluorophenyl)propan-2-one (5 g, 27.62 mmol) and 4-amino-2-methylsulfanyl-pyrimidine-5-carbaldehyde (4.67 g, 27.62 mmol) in EtOH (30 mL) with sodium ethoxide (3.76 g, 55.25 mmol) and stir at RT for 12 h. Concentrate the mixture to dryness, treat with water, extract with EtOAc (3×), wash the combined organics with brine, dry with Na2SO4, concentrate and purify by silica gel chromatography (EtOAc/Pet Ether, 1:4) to afford the title compound (1.7 g, 16% yield). MS (m/z): 379.1/381.1 (M+1).

후처리

  1. concentrationConcentrate the mixture to dryness
  2. additiontreat with water
  3. extractionextract with EtOAc (3×)
  4. washwash the combined organics with brine
  5. dry with materialdry with Na2SO4
  6. concentrationconcentrate
  7. custompurify by silica gel chromatography (EtOAc/Pet Ether, 1:4)

출처 및 근거

ORD 기록
ord-a4a069c1044e4d92b8eea34500bf7c52
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09334267B2

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