Hydrochloric Acid → HCID 68380187, compound

HRID 1406035Notes

Reaction equation

HRID 1406035 reaction equation
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.[ClH:19]>>[ClH: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

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 67798582Methyl 6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carboxylate

Product 1

HCID 68380187HCID 68380187, compound

Procedure

A mixture of C2 (12.8 g, 51.8 mmol) and 37% hydrochloric acid (25 mL) was heated at reflux for 18 hours. After the reaction mixture had cooled to room temperature, the solid was collected via filtration; it was stirred with 1,4-dioxane (2×20 mL) and filtered again, to afford the product as a yellow solid. Yield: 13 g, 51 mmol, 98%. 1H NMR (400 MHz, CD3OD) δ 9.52 (br s, 1H), 8.07 (d, J=7.5 Hz, 1H), 7.78 (br s, 1H), 7.21 (d, J=7.5 Hz, 1H), 2.44 (s, 3H).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 18 hours
  3. filtrationthe solid was collected via filtration
  4. filtrationfiltered again

Sources & evidence

ORD record
ord-d80e00012b9b42b7a066c415fd19de52
Source dataset
uspto-grants-2014_12
Patent number
US08916564B2

Reaction notes

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