Isopropyl isocyanate → HCID 54198859, compound

HRID 344323Notes

Reaction equation

HRID 344323 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].[CH:21]([N:24]=[C:25]=[O:26])([CH3:23])[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:25]([NH:24][CH:21]([CH3:23])[CH3:22])=[O:26])[CH2:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 61277Isopropyl isocyanateHCID 53808195HCID 53808195, compound

Product 1

HCID 54198859HCID 54198859, 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 isopropyl isocyanate (0.69 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-isopropylureido)pentyl)pyrrolidine.

Workup

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

Sources & evidence

ORD record
ord-35a5e4d587c44a6dbe18e40d8fc3e149
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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