Methyl Isocyanate → HCID 54277448, compound

HRID 344318Notes

Reaction equation

HRID 344318 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH:10]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][NH2:17])[CH2:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:18][N:19]=[C:20]=[O:21]>C(Cl)Cl>[CH3:18][NH:19][C:20](=[O:21])[NH:17][CH2:16][CH2:15][N:12]1[CH2:13][CH2:14][CH:10]([CH2:9][NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:11]1

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 53652257tert-Butyl ((1-(2-aminoethyl)pyrrolidin-3-yl)methyl)carbamate

Product 1

HCID 54277448HCID 54277448, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

2-(3-tert-Butoxycarbonylaminomethylpyrrolidin-1-yl)ethylamine (1 g) was dissolved in methylene chloride (10 ml) and a solution of methyl isocyanate (0.24 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 1-(2-(3-methylureido)ethyl)-3-tert-butoxycarbonylaminomethylpyrrolidine.

Workup

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

Sources & evidence

ORD record
ord-251c01b32b134b278c7c855bd17dd4b4
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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