Trimethylboroxine → Methyl 5-methyl-2-(2-methylpyrimidin-4-yl)benzoate

HRID 60936Notes

Reaction equation

HRID 60936 reaction equation
[CH3:1]C1C=CC(C2C=NN(C)C=2)=C(C=1)C(OC)=O.Cl[C:19]1[N:24]=[C:23]([C:25]2[CH:34]=[CH:33][C:32]([CH3:35])=[CH:31][C:26]=2[C:27]([O:29][CH3:30])=[O:28])[CH:22]=[CH:21][N:20]=1.CB1OB(C)OB(C)O1>>[CH3:35][C:32]1[CH:33]=[CH:34][C:25]([C:23]2[CH:22]=[CH:21][N:20]=[C:19]([CH3:1])[N:24]=2)=[C:26]([CH:31]=1)[C:27]([O:29][CH3:30])=[O:28]

Participants

4

Reactant 3

HCID 574072TrimethylboroxineHCID 117727617Methyl 2-(2-chloropyrimidin-4-yl)-5-methylbenzoateHCID 117727848Methyl 5-methyl-2-(1-methyl-1H-pyrazol-4-yl)benzoate

Product 1

HCID 117727652Methyl 5-methyl-2-(2-methylpyrimidin-4-yl)benzoate

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 methyl 2-(2-chloropyrimidin-4-yl)-5-methylbenzoate and 2,4,6-trimethyl-1,3,5,2,4,6-trioxatriborinane. ESI-MS (m/z): 243 [M+1]+.

Sources & evidence

ORD record
ord-13cd09cd7bb3491bb93706135f07f125
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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