Dimethylformamide → 6-bromo-2-methylpyrazolo[1,5-a]pyrimidine-3-carbaldehyde

HRID 2043576노트

반응식

HRID 2043576 반응식
O=P(Cl)(Cl)Cl.[Br:6][C:7]1[CH:8]=[N:9][C:10]2[N:11]([N:13]=[C:14]([CH3:16])[CH:15]=2)[CH:12]=1.CN([CH:20]=[O:21])C>>[Br:6][C:7]1[CH:8]=[N:9][C:10]2[N:11]([N:13]=[C:14]([CH3:16])[C:15]=2[CH:20]=[O:21])[CH:12]=1

참가 물질

4

반응물 3

HCID 6228Dimethylformamide2회HCID 24813Phosphorus oxychlorideHCID 159800416-Bromo-2-methylpyrazolo[1,5-a]pyrimidine

생성물 1

HCID 170961496-bromo-2-methylpyrazolo[1,5-a]pyrimidine-3-carbaldehyde수율 59%

반응 조건

온도
0 °C

실험 절차

POCl3 (1.84 mmol, 1.3 eq, 172 μl) is added dropwise to DMF (1 ml) at 0° C. and the resulting solution is stirred at 0° C. during 30 minutes. Then, a solution of 6-bromo-2-methylpyrazolo[1,5-a]pyrimidine x14 (1.415 mmol, 1 eq, 300 mg) in DMF (1 ml) is added and the mixture is stirred for 30 minutes at room temperature. The reaction is quenched with water (100 ml). The resulting solid is filtered and washed with water to give 200 mg of 6-bromo-2-methylpyrazolo[1,5-a]pyrimidine-3-carbaldehyde x21 as a solid.

후처리

  1. stirringthe mixture is stirred for 30 minutes at room temperature
  2. customThe reaction is quenched with water (100 ml)
  3. filtrationThe resulting solid is filtered
  4. washwashed with water

출처 및 근거

ORD 기록
ord-08596b8181794189927a01188dc26284
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08586623B2

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