Isopropanol → 6-Bromo-2,3-dimethylimidazo[1,2-a]pyrimidine

HRID 500731ノート

反応式

HRID 500731 の反応式
[Br:1][C:2]1[CH:3]=[N:4][C:5]([NH2:8])=[N:6][CH:7]=1.C(O[CH2:13][CH3:14])(=O)C.[CH3:15][CH:16](O)C>CN(C=O)C>[Br:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([C:13]([CH3:14])=[C:15]([CH3:16])[N:8]=2)[CH:7]=1

参加物

5

反応物 3

HCID 3776IsopropanolHCID 8857Ethyl AcetateHCID 2313102-Amino-5-bromopyrimidine

生成物 1

HCID 401523436-Bromo-2,3-dimethylimidazo[1,2-a]pyrimidine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

To a solution of 5-bromopyrimidin-2-amine (400 g, 2.2 mol) in i-PrOH (2 L) and DMF (500 mL) was added compound B-9-2 (400 g, 2.6 mol), the resulting mixture was stirred at 100° C. for 20 hrs. TLC (petroleum ether:ethyl acetate=1:1) showed the reaction was complete, the reaction mixture was quenched by addition of aqueous Na2CO3 and filtered. The filtrate was concentrated in vacuo and the residue was purified by column chromatography (petroleum ether:ethyl acetate=1:1) to afford compound B-9-4 (12.0 g, 2.4%) as a yellow solid.

後処理

  1. customthe reaction mixture was quenched by addition of aqueous Na2CO3
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated in vacuo
  4. customthe residue was purified by column chromatography (petroleum ether:ethyl acetate=1:1)
  5. customto afford compound B-9-4 (12.0 g, 2.4%) as a yellow solid

出典と根拠

ORDレコード
ord-1249640998b94361ab4e8d03b8fb9d9a
出典データセット
uspto-grants-2010_08
特許番号
US07772246B2

反応ノート

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