Pyridinium chloride → 2-Fluoro-4-(6-phenoxy-pyridazin-3-yl)-phenol

HRID 1993368Notes

Reaction equation

HRID 1993368 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:10]2[N:11]=[N:12][C:13]([O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:14][CH:15]=2)[CH:5]=[CH:6][C:7]=1[O:8]C.Cl.N1C=CC=CC=1>>[F:1][C:2]1[CH:3]=[C:4]([C:10]2[N:11]=[N:12][C:13]([O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:14][CH:15]=2)[CH:5]=[CH:6][C:7]=1[OH:8]

Participants

3

Reactant 2

HCID 10176127Pyridinium chlorideHCID 574454003-(3-Fluoro-4-methoxy-phenyl)-6-phenoxy-pyridazine

Product 1

HCID 1360707052-Fluoro-4-(6-phenoxy-pyridazin-3-yl)-phenol

Conditions

Temperature
170 °C

Procedure

A mixture of 3-(3-fluoro-4-methoxy-phenyl)-6-phenoxy-pyridazine (Step 1, 0.60 g, 2.0 mmol) and pyridine hydrochloride (3 g) was heated in an oil bath at 170° C. for 8 h. The sublimed pyridine hydrochloride on the top of the reaction flask was removed, and the residue (0.65 g) was used in the next step without further purification. MS (ESI pos. ion) m/z: 283.1 (M+H). Calc'd Exact Mass for C16H11FN2O2: 282.27.

Workup

  1. customThe sublimed pyridine hydrochloride on the top of the reaction flask was removed
  2. customthe residue (0.65 g) was used in the next step without further purification

Sources & evidence

ORD record
ord-0e6be287f8ed412a89bbf6605cbdc0f7
Source dataset
uspto-grants-2010_01
Patent number
US07652009B2

Reaction notes

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