Dimethyl Sulfoxide → Ethyl 4-[(4-(2-pyridyloxy)phenyl)methyl]piperazinecarboxylate

HRID 902104Notes

Reaction equation

HRID 902104 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14]Cl)=[CH:10][CH:9]=1.[N:16]1([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.CS(C)=O>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][N:19]2[CH2:18][CH2:17][N:16]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:21][CH2:20]2)=[CH:10][CH:9]=1

Participants

4

Reactant 3

HCID 679Dimethyl SulfoxideHCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 22292927(4-(2-Pyridyloxy)phenyl)methyl chloride

Product 1

HCID 69313800Ethyl 4-[(4-(2-pyridyloxy)phenyl)methyl]piperazinecarboxylateYield 99.6%

Procedure

This compound was prepared in a manner analogous to that of Example 2, Step D, using 2.2 grams (0.010 mole) of 4-(2-pyridyloxy)phenylmethyl chloride, 1.6 grams (0.010 mole) of ethyl 1-piperazinecarboxylate, and 3.9 grams (0.030 mole) of DMSO, yielding 3.4 grams of the subject compound. The NMR spectrum was consistent with the proposed structure.

Workup

  1. customThis compound was prepared in a manner analogous to that of Example 2, Step D

Sources & evidence

ORD record
ord-2befccb730454675af5533859ae23946
Source dataset
uspto-grants-2008_04
Patent number
US07365082B2

Reaction notes

Loading…