Oxalic Acid → 914302-59-3

HRID 657654Notes

Reaction equation

HRID 657654 reaction equation
C(=O)([O-])[O-].[K+].[K+].Cl[CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][N+:21]([O-:24])=[CH:20][CH:19]=2)=[CH:14][CH:13]=1.C(O)(=O)C(C1C=CC=CC=1)O.[CH3:36][C@H:37]1[CH2:42][CH2:41][CH2:40][NH:39][CH2:38]1.C([O-])(=O)C([O-])=O.C(O)(=O)C(O)=O>CN(C)C=O>[CH3:36][C@H:37]1[CH2:42][CH2:41][CH2:40][N:39]([CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:23]=[CH:22][N+:21]([O-:24])=[CH:20][CH:19]=3)=[CH:14][CH:13]=2)[CH2:38]1

Participants

7

Reactant 5

HCID 971Oxalic AcidHCID 11430Potassium CarbonateHCID 71081Oxalate2×HCID 13929038HCID 13929038, compoundHCID 23150273HCID 23150273, compound

Product 1

HCID 15942041914302-59-3Yield 1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following the procedure described in example 47§C, but starting from potassium carbonate (1.71 g), 4-[4-(3-chloropropoxy)phenyl]pyridine 1-oxide (1.09 g), (3S)-3-methylpiperidine mandelate (1.25 g) and N,N-dimethylformamide (20 mL), affords 19 mg of the crude base which is converted to the oxalate with oxalic acid to give 13 mg of (3S)-4-{4-[3-(3-methylpiperidin-1-yl)propoxy]-phenyl}pyridine 1-oxide, oxalate.

Workup

  1. customaffords 19 mg of the crude base which

Sources & evidence

ORD record
ord-184485110e3b431298f63de8c8c0f82b
Source dataset
uspto-grants-2011_12
Patent number
US08076329B2

Reaction notes

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