Hydrogen Bromide → HCID 131731313、化合物

HRID 2178647ノート

反応式

HRID 2178647 の反応式
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

参加物

4

反応物 2

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

生成物 1

HCID 131731313HCID 131731313、化合物

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-fc5cb33a2f5143a3b1ffecda01316cf2
出典データセット
uspto-grants-2015_06
特許番号
US09067934B2

反応ノート

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