3-Chloro-5-methoxypyridazine → 3-(4-Chloro-3,5-dimethyl-phenyl)-5-methoxy-pyridazine

Reaction equation

[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5](B2OC(C)(C)C(C)(C)O2)=[CH:4][C:3]=1[CH3:18].Cl[C:20]1[N:21]=[N:22][CH:23]=[C:24]([O:26][CH3:27])[CH:25]=1>>[Cl:1][C:2]1[C:3]([CH3:18])=[CH:4][C:5]([C:20]2[N:21]=[N:22][CH:23]=[C:24]([O:26][CH3:27])[CH:25]=2)=[CH:6][C:7]=1[CH3:8]

Participants

Reactant 2

HCID 109756123-Chloro-5-methoxypyridazine

HCID 532171282-(4-Chloro-3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Product 1

HCID 866973293-(4-Chloro-3,5-dimethyl-phenyl)-5-methoxy-pyridazine

Procedure

The title compound is prepared from 2-chloro-1,3-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene and 3-chloro-5-methoxy-pyridazine following a procedure analogous to that described in Step 1 of Intermediate 56. LC (method 11): tR=0.93 min; Mass spectrum (ESI+): m/z=249/251 (Cl) [M+H]+.

Sources & evidence

ORD record: ord-5449faba2fb54a708a93a6ab648ed7b1
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08642585B2

Reaction notes

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