Tosylmethyl isocyanide → HCID 66732195, compound

HRID 1963111Notes

Reaction equation

HRID 1963111 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH:9]1[CH2:15][CH:16]([CH3:18])[CH3:17])=[O:7])([CH3:4])([CH3:3])[CH3:2].C1(C)C=CC(S([CH2:28][N+:29]#[C-])(=O)=O)=CC=1.CC(C)([O-])C.[K+]>>[C:28]([CH:11]1[CH2:12][CH2:13][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH:9]([CH2:15][CH:16]([CH3:18])[CH3:17])[CH2:10]1)#[N:29]

Participants

4

Reactant 3

HCID 161915Tosylmethyl isocyanideHCID 23665647Potassium tert-butoxideHCID 66731706HCID 66731706, compound

Product 1

HCID 66732195HCID 66732195, compound

Procedure

The compound was prepared as described in Reference Compound 1, Step 1 from 2-Isobutyl-4-oxo-piperidine-1-carboxylic acid tert-butyl ester (4.55 g, 17.8 mmol), toluene-4-sulfonylmethyl isocyanide (5.2 g, 26.7 mmol) and potassium tert-butoxide (53.4 mL, 1 M in tert-butanol) which yielded crude tert-butyl 4-cyano-2-isobutylpiperidine-1-carboxylate. MS m/z 267 (M+H)+.

Workup

  1. customThe compound was prepared

Sources & evidence

ORD record
ord-d03cfe8402144a3ab910724722eb8d07
Source dataset
uspto-grants-2013_04
Patent number
US08415378B2

Reaction notes

Loading…