4-Amino-2-(methylsulfanyl)pyrimidine-5-carbaldehyde → HCID 89814189、化合物

HRID 522733

反応式

HRID 522733 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 89814189HCID 89814189、化合物収率 16.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-a4a069c1044e4d92b8eea34500bf7c52
出典データセット
uspto-grants-2016_05
特許番号
US09334267B2

関連ノート

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