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

HRID 1634745Notes

Reaction equation

HRID 1634745 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).

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
  5. customevaporated to a white solid (0.870 g)

Sources & evidence

ORD record
ord-a89d88a1b6c647758850289ee7cd6f7d
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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