Propyl isocyanate → 4-Tert-butoxycarbonylaminomethyl-1-(5-(3-n-propylureido)pentyl)piperidine

HRID 344331Notes

Reaction equation

HRID 344331 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][NH2:21])[CH2:12][CH2:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:22]([N:25]=[C:26]=[O:27])[CH2:23][CH3:24]>C(Cl)Cl>[C:1]([O:5][C:6]([NH:8][CH2:9][CH:10]1[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][NH:21][C:26]([NH:25][CH2:22][CH2:23][CH3:24])=[O:27])[CH2:14][CH2:15]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 61033Propyl isocyanateHCID 54377830HCID 54377830, compound

Product 1

HCID 540076584-Tert-butoxycarbonylaminomethyl-1-(5-(3-n-propylureido)pentyl)piperidine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

5-(4-tert-Butoxycarbonylaminomethylpiperidin-1-yl)pentylamine (1.1 g) was dissolved in methylene chloride (20 ml) and a solution of n-propyl isocyanate (0.34 ml) in methylene chloride was dropwise added under ice-cooling. The mixture was stirred at room temperature for 1 hr, and the reaction mixture was concentrated under reduced pressure to give 4-tert-butoxycarbonylaminomethyl-1-(5-(3-n-propylureido)pentyl)piperidine.

Workup

  1. temperaturecooling
  2. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-22fb720f55ff4ec19cab4fd39d31a2e8
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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