Propargylamine → HCID 178457544, compound

HRID 2050358Notes

Reaction equation

HRID 2050358 reaction equation
[C:1]([C:4]([C:19]#[N:20])=[C:5](SC)[NH:6][CH2:7][CH2:8][S:9][CH2:10][C:11]1[NH:15][CH:14]=[N:13][C:12]=1[CH3:16])(=[O:3])[NH2:2].[CH2:21]([NH2:24])[C:22]#[CH:23]>C(#N)C>[C:1]([C:4]([C:19]#[N:20])=[C:5]([NH:24][CH2:21][C:22]#[CH:23])[NH:6][CH2:7][CH2:8][S:9][CH2:10][C:11]1[NH:15][CH:14]=[N:13][C:12]=1[CH3:16])(=[O:3])[NH2:2]

Participants

4

Reactant 2

HCID 239041PropargylamineHCID 178503875HCID 178503875, compound

Product 1

HCID 178457544HCID 178457544, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of the product of Step A (4.0 g, 12.8 mmole) and propargylamine (8.0 ml) in acetonitrile (40 ml) was stirred at reflux temperature under a positive pressure of nitrogen for 16 hours. The reaction mixture was cooled and evaporated to dryness under reduced pressure, and the residue was placed on silica gel and chromatographed by gradient elution using methylene chloride-methanol. Recrystallization from acetonitrile gave the title compound; mp 88°-94° (partial melt at 66°-69°).

Workup

  1. temperatureat reflux temperature under a positive pressure of nitrogen for 16 hours
  2. temperatureThe reaction mixture was cooled
  3. customevaporated to dryness under reduced pressure
  4. customchromatographed by gradient elution
  5. customRecrystallization from acetonitrile

Sources & evidence

ORD record
ord-3c4d9827b95c4471961d3ca3c1dc539b
Source dataset
uspto-grants-1980_04
Patent number
US04200760

Reaction notes

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