Chlorosuccinimide → 3-Chloro-4-(2,4-difluorobenzyloxy)-1-(3-fluorobenzyl)-1H-pyridin-2-one

HRID 1831940노트

반응식

HRID 1831940 반응식
[F:1][C:2]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:3]=1[CH2:4][O:5][C:6]1[CH:11]=[CH:10][N:9]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[CH:14]=2)[C:8](=[O:20])[CH:7]=1.[Cl:26]N1C(=O)CCC1=O>CC(O)=O>[Cl:26][C:7]1[C:8](=[O:20])[N:9]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[CH:14]=2)[CH:10]=[CH:11][C:6]=1[O:5][CH2:4][C:3]1[CH:21]=[CH:22][C:23]([F:25])=[CH:24][C:2]=1[F:1]

참가 물질

4

반응물 2

HCID 31398ChlorosuccinimideHCID 22050302HCID 22050302, 화합물

생성물 1

HCID 114744543-Chloro-4-(2,4-difluorobenzyloxy)-1-(3-fluorobenzyl)-1H-pyridin-2-one

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a solution of 4-(2,4-difluorobenzyloxy)-1-(3-fluorobenzyl)-1H-pyridin-2-one (0.15 g, 0.4 mmol) in AcOH (3 mL) was added N-chlorosuccinimide (70 mg, 0.5 mmol), and the reaction mixture was heated at reflux for 10 min. The reaction mixture was cooled room temperature and the solvent was removed under reduced pressure. 1H NMR (300 MHz, CDCl3) δ 7.60-7.50 (m, 1H), 7.45-7.20 (m, 2H), 7.10-6.80 (m, 5H), 6.16 (d, J=8 Hz, 1H), 5.21 (s, 2H), 5.15 (s, 2H). ES HRMS m/z 380.0641 (M+H C19H14ClF3NO2 requires 480.0660).

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for 10 min
  3. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-7f16b460d9ed4cc2b43d72ae793e952e
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07067540B2

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