Potassium Carbonate → [1-({4-[amino(hydroxyimino)methyl]phenyl}sulfonyl)-4-piperidinyl]methyl-carbamic Acid t-butyl Ester

HRID 1634830Notes

Reaction equation

HRID 1634830 reaction equation
[C:1]([O:5][C:6](=[O:26])[NH:7][CH2:8][CH:9]1[CH2:14][CH2:13][N:12]([S:15]([C:18]2[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=2)(=[O:17])=[O:16])[CH2:11][CH2:10]1)([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Cl.[OH-:34].[NH4+:35]>C(O)C>[C:1]([O:5][C:6](=[O:26])[NH:7][CH2:8][CH:9]1[CH2:10][CH2:11][N:12]([S:15]([C:18]2[CH:23]=[CH:22][C:21]([C:24]([NH2:35])=[N:25][OH:34])=[CH:20][CH:19]=2)(=[O:17])=[O:16])[CH2:13][CH2:14]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 13908798HCID 13908798, compoundHCID 70117214{1-[(4-Cyanophenyl)sulfonyl]-4-piperidinyl}methylcarbamic acid t-butyl ester

Product 1

HCID 74062249[1-({4-[amino(hydroxyimino)methyl]phenyl}sulfonyl)-4-piperidinyl]methyl-carbamic Acid t-butyl Ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

{1-[(4-cyanophenyl)sulfonyl]-4-piperidinyl}methylcarbamic acid t-butyl ester (1 g, 2.6 mmol), potassium carbonate (1.8 g, 13 mmol), and ammonium hydroxide hydrochloride (0.916 g, 13 mmol) were heated in ethanol (5 ml) at reflux for 2.5 days. The reaction was cooled in an ice-water bath, and filtered. The solid was washed with cold ethanol, and evaporated to a white solid (0.870 g, 2.10 mmol).

Workup

  1. temperatureat reflux for 2.5 days
  2. temperatureThe reaction was cooled in an ice-water bath
  3. filtrationfiltered
  4. washThe solid was washed with cold ethanol

Sources & evidence

ORD record
ord-fcb8a318b3014d3ab5a710d5f541a8fd
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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