Hydrochloric Acid → HCID 131731316, compound

HRID 2178685Notes

Reaction equation

HRID 2178685 reaction equation
[Cl:1][C:2]1[N:3]=[CH:4][N:5]([C:7]2[CH:12]=[C:11]([O:13]C)[N:10]=[C:9]([C:15]([O-:17])=[O:16])[CH:8]=2)[CH:6]=1.Cl>C(O)(=O)C>[ClH:1].[Cl:1][C:2]1[N:3]=[CH:4][N:5]([C:7]2[CH:8]=[C:9]([C:15]([OH:17])=[O:16])[NH:10][C:11](=[O:13])[CH:12]=2)[CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131733030HCID 131733030, compound

Product 1

HCID 131731316HCID 131731316, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
95 °C

Procedure

To a solution of 4-(4-chloro-1H-imidazol-1-yl)-6-methoxypyridine-2-carboxylate (C34) (20.9 mg, 0.074 mmol) in acetic acid (0.5 mL) was added concentrated hydrochloric acid and the reaction was stirred at 95° C. for 18 hours. Removal of solvent in vacuo afforded the title compound as a white solid. Yield: 20.4 mg, 0.074 mmol, 100%. LCMS m/z 240.3 (M+1). 1H NMR (400 MHz, CD3OD) δ 7.19 (d, J=7.5 Hz, 1H), 7.94-7.98 (m, 2H), 9.01-9.05 (m, 1H).

Workup

  1. customRemoval of solvent in vacuo

Sources & evidence

ORD record
ord-bb91eb298a5447ff846105d1252fb7d6
Source dataset
uspto-grants-2015_06
Patent number
US09067934B2

Reaction notes

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