Hydrochloric Acid → HCID 131719178, compound

HRID 128643Notes

Reaction equation

HRID 128643 reaction equation
C[O:2][C:3]([C:5]1([CH2:14][C:15]([O:17]C)=[O:16])[N:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]2=[N:7][CH2:6]1)=[O:4].[ClH:19]>>[ClH:19].[C:3]([C:5]1([CH2:14][C:15]([OH:17])=[O:16])[N:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]2=[N:7][CH2:6]1)([OH:4])=[O:2]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 19695894HCID 19695894, compound

Product 1

HCID 131719178HCID 131719178, compoundYield 51%

Procedure

The imidazopyridine ester product of Example 2 (0.057 g, 0.23 mmol) was dissolved in 4N HCl (4 mL) and heated to reflux for 14 h. All solvent was removed in vacuo and the residue triturated with diethyl ether to yield clean title compound (0.021 g, 51%). Anal. Calcd for C11H8N2O4.1.1 HCl.0.9 H2O: C, 43.44; H, 3.97; N, 10.13; Cl, 14.10. Found: C, 43.32; H, 3.60; N, 10.18; Cl, 14.22. 1H NMR (300 MHz, DMSO): 4.5 (2H, s), 7.5 (1H, t, J=6.25 Hz), 7.95 (2H, m), 9 (1H, d, J=12.5 Hz).

Workup

  1. temperatureheated
  2. temperatureto reflux for 14 h
  3. customAll solvent was removed in vacuo
  4. customthe residue triturated with diethyl ether

Sources & evidence

ORD record
ord-df8b154d9d1849efac7baa2e04e23c0c
Source dataset
uspto-grants-1995_11
Patent number
US05464843

Reaction notes

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