4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine → 4-(4-Bromo-3,5-dimethyl-phenyl)-pyridine

HRID 237617Notes

Reaction equation

HRID 237617 reaction equation
CC1(C)C(C)(C)OB([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)O1.[Br:16][C:17]1[C:22]([CH3:23])=[CH:21][C:20](I)=[CH:19][C:18]=1[CH3:25]>>[Br:16][C:17]1[C:22]([CH3:23])=[CH:21][C:20]([C:9]2[CH:10]=[CH:11][N:12]=[CH:13][CH:14]=2)=[CH:19][C:18]=1[CH3:25]

Participants

3

Reactant 2

HCID 27346484-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 207480372-Bromo-5-iodo-1,3-dimethylbenzene

Product 1

HCID 866972894-(4-Bromo-3,5-dimethyl-phenyl)-pyridine

Procedure

The title compound is prepared from 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine and 2-bromo-5-iodo-1,3-dimethyl-benzene following a procedure analogous to that described in Step 1 of Intermediate 56. LC (method 9): tR=0.90 min; Mass spectrum (ESI+): m/z=262/264 (Br) [M+H]+.

Sources & evidence

ORD record
ord-f5aa3261535c4234bd6ca9af8d218120
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

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