Hydrochloric Acid → 4-(Cyclopropylmethyl)-piperidine-4-carbonitrile hydrochloride

HRID 502891Notes

Reaction equation

HRID 502891 reaction equation
[C:1]([C:3]1([CH2:16][CH:17]2[CH2:19][CH2:18]2)[CH2:8][CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5][CH2:4]1)#[N:2].[ClH:20]>O1CCOCC1>[ClH:20].[CH:17]1([CH2:16][C:3]2([C:1]#[N:2])[CH2:4][CH2:5][NH:6][CH2:7][CH2:8]2)[CH2:19][CH2:18]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57425738Tert-butyl 4-cyano-4-(cyclopropylmethyl)piperidine-1-carboxylate

Product 1

HCID 686190964-(Cyclopropylmethyl)-piperidine-4-carbonitrile hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A sample of tert-butyl 4-cyano-4-(cyclopropylmethyl)piperidine-1-carboxylate (I-2, 3.6 g, 13.6 mmol) was treated with HCl (40 mL of a 4.0 M solution in dioxane) and stirred at room temperature for 2 h before being concentrated under reduced pressure to afford 4-(cyclopropylmethyl)-piperidine-4-carbonitrile hydrochloride (I-3, M+H+=165.1) which was used without further purification.

Workup

  1. concentrationbefore being concentrated under reduced pressure

Sources & evidence

ORD record
ord-8a47bd4fc14546ac99740ff21c19e1db
Source dataset
uspto-grants-2010_08
Patent number
US07776886B2

Reaction notes

Loading…