Dimethylformamide → HCID 22174842, 화합물

HRID 723990노트

반응식

HRID 723990 반응식
P(Cl)(Cl)(Cl)=O.[F:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:25]=[C:16]3[CH:17]=[CH:18][C:19]([C:21]([F:24])([F:23])[F:22])=[CH:20][N:15]3[N:14]=2)=[CH:9][CH:8]=1.CN(C)[CH:28]=[O:29]>>[F:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[C:25]([CH:28]=[O:29])=[C:16]3[CH:17]=[CH:18][C:19]([C:21]([F:23])([F:22])[F:24])=[CH:20][N:15]3[N:14]=2)=[CH:11][CH:12]=1

참가 물질

4

반응물 3

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 99217692-(4-FLUOROPHENYL)-6-(TRIFLUOROMETHYL)PYRAZOLO[1,5-A]PYRIDINE

생성물 1

HCID 22174842HCID 22174842, 화합물수율 94%

실험 절차

To a cold (0° C.) solution of phosphorus oxychloride (8.0 mL 86 mmol) in N,N-dimethylformamide (160 mL) was added 2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-α]pyridine (11.0 g, 39.3 mmol). The reaction mixture was stirred at room temperature for 72 hours, then quenched with ice water. The solid precipitate was collected on a filter to provide 2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-α]pyridine-3-carbaldehyde (11.4 g, 94%) as a white solid. Rf 0.45 (4:1 hexanes:ethyl acetate); 1H NMR (400 MHz, CDCl3): δ 10.15 (s, 1H), 8.92 (s, 1H), 8.53 (d, 1H), 7.80 (m, 2H), 7.70 (d, 1H), 7.27 (t, 2H); 19F NMR (CDCl3) δ −62.62, −110.62; MS m/z 307 (M−1).

후처리

  1. customquenched with ice water
  2. customThe solid precipitate was collected on
  3. filtrationa filter

출처 및 근거

ORD 기록
ord-33fca7dbd02d4dc38d758716612e5a2a
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07141569B2

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