HCID 58092281, compound → HCID 58092309, compound

HRID 1918477Notes

Reaction equation

HRID 1918477 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([O:14]C)[CH:9]=2)=[N:6][CH:7]=1>Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][NH:11][C:10](=[O:14])[CH:9]=2)=[N:6][CH:7]=1

Participants

3

Reactant 1

HCID 58092281HCID 58092281, compound

Product 1

HCID 58092309HCID 58092309, compoundYield 81.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

5-Chloro-2′-methoxy-2,4′-bipyridine (810 mg, 3.67 mmol) was stirred in concentrated hydrochloric acid (10 mL) at 120° C. for 18 h and then concentrated. The residue was adjusted to pH 8 with 6 N NaOH and the solids were filtered off, washed with water and dried under vacuum to provide the title compound (617 mg, 81%) as a white solid: 1H NMR (300 MHz, DMSO-d6) δ 11.73 (s, 1H), 8.75 (s, 1H), 8.06 (s, 2H), 7.49 (d, J=6.8 Hz, 1H), 7.00 (s, 1H), 6.85-6.84 (dd, J=6.8, 1.7 Hz, 1H).

Workup

  1. concentrationconcentrated
  2. filtrationthe solids were filtered off
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-437b8bb9b93746dcb9633234b180da31
Source dataset
uspto-grants-2013_12
Patent number
US08618299B2

Reaction notes

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