HCID 68973628, compound → HCID 68971379, compound

HRID 1726242Notes

Reaction equation

HRID 1726242 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH:14]([OH:26])[C:15]2[CH:20]=[CH:19][C:18]([S:21](=[O:25])(=[O:24])[NH:22][CH3:23])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1C=C[NH+]=CC=1.[O-][Cr](Cl)(=O)=O>C(Cl)Cl>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=[O:26])[C:15]2[CH:16]=[CH:17][C:18]([S:21](=[O:25])(=[O:24])[NH:22][CH3:23])=[CH:19][CH:20]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 68973628HCID 68973628, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 68971379HCID 68971379, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-[hydroxy-(4-methylsulfamoyl-phenyl)-methyl]-piperidine-1-carboxylic acid tert-butyl ester (see EXAMPLE 33) (530 mg, 1.38 mmol) in CH2Cl2 (10 ml) were added PCC (900 mg, 4.1 mmol) followed by SiO2 (1.5 g). The resultant mixture was stirred at room temperature overnight to give 4-(4-methylsulfamoyl-benzoyl)-piperidine-1-carboxylic acid tert-butyl ester (420 mg, 80%) as a colourless oil after purification.

Sources & evidence

ORD record
ord-7d8fdd934f944573b6e43f4d0dc2ca3f
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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