Ethyl isocyanate → HCID 54146573, compound

HRID 344322Notes

Reaction equation

HRID 344322 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C@H:10]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][NH2:20])[CH2:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:21]([N:23]=[C:24]=[O:25])[CH3:22]>C(Cl)Cl>[C:1]([O:5][C:6]([NH:8][CH2:9][C@H:10]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][NH:20][C:24]([NH:23][CH2:21][CH3:22])=[O:25])[CH2:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 8022Ethyl isocyanateHCID 53808195HCID 53808195, compound

Product 1

HCID 54146573HCID 54146573, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

5-((3R)-3-tert-Butoxycarbonylaminomethylpyrrolidin-1-yl)-pentylamine (2.0 g) was dissolved in methylene chloride (20 ml) and a solution of ethyl isocyanate (0.55 ml) in methylene chloride was dropwise added under ice-cooling. The mixture was stirred at room temperature for 0.25 hr, and the reaction mixture was concentrated under reduced pressure to give (3R)-3-tert-butoxycarbonylaminomethyl-1-(5-(3-ethylureido)pentyl)pyrrolidine.

Workup

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

Sources & evidence

ORD record
ord-bde760ff7d7f45c1a0f342f7c2ea427d
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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