Hydrogen Bromide → HCID 131731313, 화합물

HRID 2178647노트

반응식

HRID 2178647 반응식
C[O:2][C:3]1[N:8]=[C:7]([C:9]([O:11]C)=[O:10])[CH:6]=[CH:5][C:4]=1[N:13]1[CH:17]=[C:16]([CH3:18])[N:15]=[CH:14]1.[BrH:19]>C(O)(=O)C>[BrH:19].[CH3:18][C:16]1[N:15]=[CH:14][N:13]([C:4]2[C:3](=[O:2])[NH:8][C:7]([C:9]([OH:11])=[O:10])=[CH:6][CH:5]=2)[CH:17]=1

참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 67798582Methyl 6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carboxylate

생성물 1

HCID 131731313HCID 131731313, 화합물

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A solution of methyl 6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carboxylate (C2) (3.82 g, 15.9 mmol) in acetic acid (30 mL) and aqueous hydrobromic acid (48%, 30 mL) was heated at reflux for 4 hours. The reaction was allowed to cool to room temperature, then chilled in an ice bath; the resulting precipitate was collected via filtration and washed with ice water (30 mL). Recrystallization from ethanol (20 mL) provided the title compound as a light yellow solid. Yield: 3.79 g, 12.6 mmol, 79%. LCMS m/z 220.1 (M+1). 1H-NMR (400 MHz, DMSO-d6) δ 2.34 (br s, 3H), 7.09 (d, J=7.4 Hz, 1H), 7.88-7.91 (m, 1H), 8.07 (d, J=7.6 Hz, 1H), 9.58-9.60 (m, 1H), 12.6 (v br s, 1H).

후처리

  1. temperatureat reflux for 4 hours
  2. temperaturechilled in an ice bath
  3. filtrationthe resulting precipitate was collected via filtration
  4. washwashed with ice water (30 mL)
  5. customRecrystallization from ethanol (20 mL)

출처 및 근거

ORD 기록
ord-fc5cb33a2f5143a3b1ffecda01316cf2
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09067934B2

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