2-(4-Fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 3-(4-Fluorophenyl)-6-methylpicolinonitrile

HRID 61003Notes

Reaction equation

HRID 61003 reaction equation
CC1C=CC(C2C=NN(C)C=2)=C(C=1)C(OC)=O.[F:18][C:19]1[CH:24]=[CH:23][C:22](B2OC(C)(C)C(C)(C)O2)=[CH:21][CH:20]=1.Br[C:35]1[C:36]([C:42]#[N:43])=[N:37][C:38]([CH3:41])=[CH:39][CH:40]=1>>[F:18][C:19]1[CH:20]=[CH:21][C:22]([C:35]2[C:36]([C:42]#[N:43])=[N:37][C:38]([CH3:41])=[CH:39][CH:40]=2)=[CH:23][CH:24]=1

Participants

4

Reactant 3

HCID 27605932-(4-Fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 219527473-Bromo-6-methylpyridine-2-carbonitrileHCID 117727848Methyl 5-methyl-2-(1-methyl-1H-pyrazol-4-yl)benzoate

Product 1

HCID 1177278303-(4-Fluorophenyl)-6-methylpicolinonitrile

Procedure

The title compound was synthesized following the same general protocol as described for methyl 5-methyl-2-(1-methyl-1H-pyrazol-4-yl)benzoate in Example A1, using 2-(4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane and 3-bromo-6-methylpicolinonitrile. ESI-MS (m/z): 213 [M+1]+.

Sources & evidence

ORD record
ord-86edf712a7304eca955bf69d34893632
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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