5-Bromo-2-chloro-m-xylene → HCID 86697331, compound

Reaction equation

[CH3:1][C:2]1[N:3]=[N:4][CH:5]=[C:6](B2OC(C)(C)C(C)(C)O2)[CH:7]=1.Br[C:18]1[CH:19]=[C:20]([CH3:26])[C:21]([Cl:25])=[C:22]([CH3:24])[CH:23]=1>>[Cl:25][C:21]1[C:22]([CH3:24])=[CH:23][C:18]([C:6]2[CH:7]=[C:2]([CH3:1])[N:3]=[N:4][CH:5]=2)=[CH:19][C:20]=1[CH3:26]

Participants

Reactant 2

HCID 27355555-Bromo-2-chloro-m-xylene

HCID 532173103-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan95%

Product 1

HCID 86697331HCID 86697331, compound

Procedure

The title compound is prepared from 3-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridazine and 5-bromo-2-chloro-1,3-dimethyl-benzene following a procedure analogous to that described in Step 1 of Intermediate 56. LC (method 11): tR=0.91 min; Mass spectrum (ESI+): m/z=233/235 (Cl) [M+H]+.

Sources & evidence

ORD record: ord-24eb8852edca481ea504f986198d70e7
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08642585B2

Reaction notes

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