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

HRID 606877Notes

Reaction equation

HRID 606877 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].[O:19]([NH2:21])[CH3:20].C(=O)([O-])[O-].[K+].[K+]>>[ClH:18].[CH3:20][O:19][N:21]=[CH:16][C:12]1[CH:13]=[N:14][CH:15]=[C:10]([C:9]#[C:8][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[CH:11]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 521874O-Methylhydroxylamine hydrochlorideHCID 860764705-(4-Fluorophenylethynyl)-pyridine-3-carbaldehyde

Product 1

HCID 866224735-(4-Fluorophenylethynyl)-pyridine-3-carbaldehyde O-methyloxime hydrochlorideYield 64%

Procedure

Prepare essentially as described in EXAMPLE 6 using 5-(4-fluorophenylethynyl)-pyridine-3-carbaldehyde, (prepared essentially as described in EXAMPLE 99), (150 mg, 0.64 mmol), methoxylamine hydrochloride (430 mg, 5.15 mmol) and potassium carbonate to give the title compound (120 mg, 64%).

Workup

  1. customPrepare essentially
  2. custom(prepared essentially

Sources & evidence

ORD record
ord-bcc5b8afadb947f28c7075d08861cc75
Source dataset
uspto-grants-2011_03
Patent number
US07915424B2

Reaction notes

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