HCID 57514757, compound → 4-(6-(Trifluoromethyl)pyridazin-3-yl)pyridin-2(1H)-one

HRID 1521467Notes

Reaction equation

HRID 1521467 reaction equation
C[O:2][C:3]1[CH:8]=[C:7]([C:9]2[N:10]=[N:11][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:13][CH:14]=2)[CH:6]=[CH:5][N:4]=1>Cl>[F:18][C:15]([F:16])([F:17])[C:12]1[N:11]=[N:10][C:9]([C:7]2[CH:6]=[CH:5][NH:4][C:3](=[O:2])[CH:8]=2)=[CH:14][CH:13]=1

Participants

3

Reactant 1

HCID 57514757HCID 57514757, compound

Product 1

HCID 579502624-(6-(Trifluoromethyl)pyridazin-3-yl)pyridin-2(1H)-oneYield 110.3%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

3-(2-Methoxypyridin-4-yl)-6-(trifluoromethyl)pyridazine (115 mg, 0.451 mmol) was stirred in concentrated hydrochloric acid (20 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 (120 mg, quant) as a white solid: 1H NMR (500 MHz, DMSO-d6) δ 11.87 (s, 1H), 8.61 (d, J=8.9 Hz, 1H), 8.42 (d, J=8.9 Hz, 1H), 7.62 (d, J=6.8 Hz, 1H), 7.19 (s, 1H), 7.01 (dd, J=6.8, 1.6 Hz, 1H).

Workup

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

Sources & evidence

ORD record
ord-c22ad85318164fbcb7b9c97a44cec9e4
Source dataset
uspto-grants-2015_07
Patent number
US09073925B2

Reaction notes

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