Water → 4-Pyrimidinecarboxylic acid

HRID 473552

반응식

HRID 473552 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][N:3]=1.[OH2:8].C[OH:10].C(Cl)(Cl)Cl>N1C=CC=CC=1.C(Cl)Cl>[N:5]1[CH:6]=[CH:7][C:2]([C:1]([OH:10])=[O:8])=[N:3][CH:4]=1

참가 물질

6

반응물 3

HCID 962WaterHCID 189224-MethylpyrimidineHCID 21584188Chloroform methanol

생성물 1

HCID 1693064-Pyrimidinecarboxylic acid

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6344Dichloromethane용매

반응 조건

온도
60 °C

실험 절차

To a solution of 4-methylpyrimidine (4 g, 46.5 mmol) in pyridine (20 mL) was added SeO2 (8.7 g, 79.06 mmol) at room temperature. The reaction mixture was then heated to 60° C. for 2 h, and then stirred at room temperature for 16 h. The reaction mixture was diluted with DCM (50 mL) and filtered to remove selenium waste. The filtrate was concentrated to give a residue that was stirred with H2O (20 mL), the precipitated solid was filtered and washed with acetone (2×20 mL) and dried to provide (BB12) (3.1 g, 58%) as a brown solid. Rf: 0.2 (40% MeOH/CHCl3). 1H NMR (400 MHz, DMSO-d6): δ 13.8 (1H, br s), 9.37 (1H, s), 9.07 (1H, d, J=5.2 Hz), 8.01 (1H, d, J=4 Hz); m/z 123 (M−H)−.

후처리

  1. filtrationfiltered
  2. customto remove selenium waste
  3. concentrationThe filtrate was concentrated
  4. customto give a residue that
  5. filtrationthe precipitated solid was filtered
  6. washwashed with acetone (2×20 mL)
  7. customdried
  8. customto provide (BB12) (3.1 g, 58%) as a brown solid

출처 및 근거

ORD 기록
ord-2c2da74a96bc494a8a40bd8a7c4b1477
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637453B2

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