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Methanol → N-(2-chloro-4-sulfamoylphenyl)-4-methoxypiperidine-1-carboxamide

HRID 574986
Notes
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Reaction equation

HRID 574986 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:11]([NH2:14])(=[O:13])=[O:12])[CH:5]=[CH:6][C:7]=1[N:8]=[C:9]=[O:10].[CH3:15][O:16][CH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.CO>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([S:11](=[O:12])(=[O:13])[NH2:14])[CH:5]=[CH:6][C:7]=1[NH:8][C:9]([N:20]1[CH2:21][CH2:22][CH:17]([O:16][CH3:15])[CH2:18][CH2:19]1)=[O:10]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 887MethanolHCID 776664-MethoxypiperidineHCID 866536933-Chloro-4-isocyanatobenzenesulfonamide

Product 1

HCID 67126739N-(2-chloro-4-sulfamoylphenyl)-4-methoxypiperidine-1-carboxamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of EXAMPLE 392A in anhydrous tetrahydrofuran (6 mL) was added 4-methoxypiperidine (451 mg). The mixture was stirred at 60° C. for 3 hours. The mixture was cooled, mixed with methanol (20 mL) and silica gel (6 g) and concentrated. The material was purified on a silica gel column and was eluted with 10% methanol in dichloromethane to provide the title compound.

Workup

  1. temperatureThe mixture was cooled
  2. concentrationconcentrated
  3. customThe material was purified on a silica gel column
  4. washwas eluted with 10% methanol in dichloromethane

Sources & evidence

ORD record
ord-cb208b63e4b241c0a1fc32768ce797ed
Source dataset
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09034875B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes