Propiolic Acid → HCID 462669, compound

HRID 1491732Notes

Reaction equation

HRID 1491732 reaction equation
[C:1](O)(=O)[C:2]#C.[N:6]([C@H:9]([CH3:26])[C@:10]([C:18]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=1[F:25])([OH:17])[CH2:11][N:12]1[CH:16]=[N:15][CH:14]=[N:13]1)=[N+:7]=[N-:8]>C1(C)C=C(C)C=C(C)C=1>[F:25][C:19]1[CH:20]=[C:21]([F:24])[CH:22]=[CH:23][C:18]=1[C@:10]([OH:17])([C@H:9]([N:6]1[CH:2]=[CH:1][N:8]=[N:7]1)[CH3:26])[CH2:11][N:12]1[CH:16]=[N:15][CH:14]=[N:13]1

Participants

4

Reactant 2

HCID 10110Propiolic AcidHCID 14706457HCID 14706457, compound

Product 1

HCID 462669HCID 462669, compound

Reagents, catalysts & solvents 1

HCID 7947MesityleneSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of propiolic acid (0.84 ml), mesitylene (20 ml) and (2R,3R)-3-azido-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol (1 g) was heated for 3 hours at 120° C. After cooling, the mixture was concentrated under reduced pressure. The residue was purified by silica gel chromatography (silica gel 30 g, eluent: ethyl acetate/methanol=10:1) to give the Compound 6 (0.11 g) as a colorless powder.

Workup

  1. temperatureAfter cooling
  2. concentrationthe mixture was concentrated under reduced pressure
  3. customThe residue was purified by silica gel chromatography (silica gel 30 g, eluent: ethyl acetate/methanol=10:1)

Sources & evidence

ORD record
ord-293f3e35348f41758bec87397dedfbf6
Source dataset
uspto-grants-1994_12
Patent number
US05371100

Reaction notes

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