Water → HCID 86674530, compound

HRID 1615395Notes

Reaction equation

HRID 1615395 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][CH:13]([NH:16][C:17]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[O:18])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1.[C:27]1([CH3:37])[CH:32]=[CH:31][C:30]([S:33](Cl)(=[O:35])=[O:34])=[CH:29][CH:28]=1.O>N1C=CC=CC=1>[S:33]([O:1][CH2:2][CH2:3][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:11][CH2:12][CH:13]([NH:16][C:17]([O:19][CH2:20][C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)=[O:18])[CH2:14][CH2:15]2)=[CH:8][CH:9]=1)([C:30]1[CH:31]=[CH:32][C:27]([CH3:37])=[CH:28][CH:29]=1)(=[O:35])=[O:34]

Participants

5

Reactant 3

HCID 962WaterHCID 73974-Toluenesulfonyl chlorideHCID 66692741HCID 66692741, compound

Product 1

HCID 86674530HCID 86674530, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The N-(4-(2-hydroxyethyl)phenyl)-4-benzyloxycarbonylaminopiperidine (1.38 g, 3.89 mmol) obtained in Example 7 (4) was dissolved in pyridine (7.5 ml), and p-toluenesulfonyl chloride (960 mg, 5.04 mmol) was added thereto under ice-cooling, followed by stirring for 4 hours. Water was added to the reaction mixture, and the precipitate was collected by filtration, thereby obtaining N-(4-(2-tosyloxyethyl)phenyl)-4-benzyloxycarbonylaminopiperidine (1.35 g, 68%) as a yellow solid.

Workup

  1. temperatureunder ice-cooling
  2. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-1110a18739094924b4a5c2a8b2c3a7b7
Source dataset
uspto-grants-2014_07
Patent number
US08765750B2

Reaction notes

Loading…