3-(Chloromethyl)pyridine hydrochloride → HCID 69411595, compound

HRID 457799Notes

Reaction equation

HRID 457799 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][CH:9]([C:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[NH:14][CH:13]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].Cl.Cl[CH2:23][C:24]1[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=1>>[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][CH:9]([C:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]([CH2:23][C:24]3[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=3)[CH:13]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 233943-(Chloromethyl)pyridine hydrochlorideHCID 11380267Ethyl 4-(1H-indol-3-yl)piperidine-1-carboxylate

Product 1

HCID 69411595HCID 69411595, compoundYield 89.4%

Procedure

This compound was prepared following the procedure described in example 13 (part B) at room temperature for 16 hours, starting with 11 g (40 mmol) of 4-(1H-indol-3-yl)-piperidine-1-carboxylic acid ethyl ester and 7.2 g (44 mmol) of 3-chloromethyl-pyridine hydrochloride. After standard work-up, 13 g of a crude oil was obtained. This crude was precipitated with ethyl ether affording 10.8 g (90% of yield) of a white solid.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-80d9ca48c2934def8ce4751740de164f
Source dataset
uspto-grants-2007_03
Patent number
US07189741B2

Reaction notes

Loading…