Potassium Carbonate → 3-[5-(Methoxyiminomethyl)-pyridin-3-ylethynyl]-benzonitrile

HRID 606874Notes

Reaction equation

Cl.[O:2]([NH2:4])[CH3:3].C(=O)([O-])[O-].[K+].[K+].[CH:11]([C:13]1[CH:14]=[C:15]([C:19]#[C:20][C:21]2[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=2)[C:24]#[N:25])[CH:16]=[N:17][CH:18]=1)=O>>[CH3:3][O:2][N:4]=[CH:11][C:13]1[CH:14]=[C:15]([C:19]#[C:20][C:21]2[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=2)[C:24]#[N:25])[CH:16]=[N:17][CH:18]=1

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 521874O-Methylhydroxylamine hydrochloride

HCID 860764563-(5-Formylpyridin-3-ylethynyl)-benzonitrile

Product 1

HCID 860764633-[5-(Methoxyiminomethyl)-pyridin-3-ylethynyl]-benzonitrileYield 75%

Procedure

Prepare essentially as described in EXAMPLE 6 using methoxylamine hydrochloride (2.88 g, 34.45 mmol), potassium carbonate (2.97 g, 21.53 mmol) and 3-(5-formylpyridin-3-ylethynyl)-benzonitrile (1.00 g, 4.31 mmol), (prepared as described in EXAMPLE 90), to give the title compound (0.84 g, 75%).

Workup

customPrepare essentially

Sources & evidence

ORD record: ord-52808d9b03ff42d6b39d44caba368739
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07915424B2

Reaction notes

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