Iodopyrazine → Methyl 5-methyl-2-(pyrazin-2-yl)benzoate

HRID 60920

Reaction equation

[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:12]2C=N[N:15]([CH3:17])[CH:16]=2)=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].CC1C=CC(B2OC(C)(C)C(C)(C)O2)=C(C=1)C(OC)=O.I[C:39]1C=NC=C[N:40]=1>>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:12]2[CH:16]=[N:15][CH:17]=[CH:39][N:40]=2)=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8]

Participants

Reactant 3

HCID 642841Iodopyrazine

HCID 46856403Methyl 5-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

HCID 117727848Methyl 5-methyl-2-(1-methyl-1H-pyrazol-4-yl)benzoate

Product 1

HCID 117728053Methyl 5-methyl-2-(pyrazin-2-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 5-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate and using 2-iodopyrazine. ESI-MS (m/z): 229 [M+1]+.

Sources & evidence

ORD record: ord-49df807a707541b29b8c7e7fd0c9622e
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09440982B2

Linked notes

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