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

HRID 500731노트

반응식

HRID 500731 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1249640998b94361ab4e8d03b8fb9d9a
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772246B2

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