(4-Fluoro-2-methoxyphenyl)boronic acid → 5-(4-Fluoro-2-methoxy-phenyl)-pyridazin-4-ylamine

HRID 403397Notes

Reaction equation

HRID 403397 reaction equation
Cl[C:2]1[C:3]([NH2:8])=[CH:4][N:5]=[N:6][CH:7]=1.[F:9][C:10]1[CH:15]=[CH:14][C:13](B(O)O)=[C:12]([O:19][CH3:20])[CH:11]=1>CCCCCCC.C(OCC)(=O)C.CO>[F:9][C:10]1[CH:15]=[CH:14][C:13]([C:2]2[C:3]([NH2:8])=[CH:4][N:5]=[N:6][CH:7]=2)=[C:12]([O:19][CH3:20])[CH:11]=1

Participants

4

Reactant 2

HCID 2782672(4-Fluoro-2-methoxyphenyl)boronic acidHCID 130010635-Chloropyridazin-4-amine

Product 1

HCID 866984845-(4-Fluoro-2-methoxy-phenyl)-pyridazin-4-ylamine

Reagents, catalysts & solvents 1

HCID 21266605Heptane ethyl acetate methanolSolvent

Procedure

The title compound was prepared in analogy to example 1, intermediate b, from 5-chloro-pyridazin-4-ylamine (CAS RN 53180-92-0) and 4-fluoro-2-methoxyphenylboronic acid (CAS RN 179899-07-1) and using a gradient of n-heptane:ethyl acetate:methanol (100:0:0 to 0:100:0 to 0:50:50) for the chromatographic purification. Light yellow solid (37%). MS (ESI+): m/z=220.089 ([M+H]+).

Workup

  1. customfor the chromatographic purification

Sources & evidence

ORD record
ord-61c8ec7455654a7d8882fb91696f3901
Source dataset
uspto-grants-2014_06
Patent number
US08748434B2

Reaction notes

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