Potassium Carbonate → 5-(4-Fluorophenylethynyl)-pyridine-3-carbaldehyde oxime hydrochloride

HRID 606878Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][C:10]2[CH:11]=[C:12]([CH:16]=O)[CH:13]=[N:14][CH:15]=2)=[CH:4][CH:3]=1.[ClH:18].[NH2:19][OH:20].C(=O)([O-])[O-].[K+].[K+]>>[ClH:18].[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][C:10]2[CH:11]=[C:12]([CH:16]=[N:19][OH:20])[CH:13]=[N:14][CH:15]=2)=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 443297Hydroxyamine hydrochloride

HCID 860764705-(4-Fluorophenylethynyl)-pyridine-3-carbaldehyde

Product 1

HCID 866224755-(4-Fluorophenylethynyl)-pyridine-3-carbaldehyde oxime hydrochlorideYield 50.8%

Procedure

Prepare in a similar manner as described in EXAMPLE 6 using 5-(4-fluorophenylethynyl)-pyridine-3-carbaldehyde (150 mg, 0.64 mmol), (prepared essentially as described in EXAMPLE 99), hydroxylamine hydrochloride (360 mg, 5.15 mmol) and potassium carbonate (440 mg, 3.22 mmol) to give the title compound (90 mg, 50%).

Workup

customPrepare in a similar manner
custom(prepared essentially

Sources & evidence

ORD record: ord-d059ff1a646243348ab9c23071fd09c6
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07915424B2

Reaction notes

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