Propargylamine → HCID 131732466, compound

HRID 1852387Notes

Reaction equation

HRID 1852387 reaction equation
[CH2:1]([NH2:4])[C:2]#[CH:3].[CH:5]1[C:10]([C:11]([OH:13])=[O:12])=[CH:9][C:8]([C:14]2[C:24]3[CH:25]=[CH:26][C:27]([OH:29])=[CH:28][C:23]=3[O:22][C:21]3[C:15]=2[CH:16]=[CH:17][C:18]([CH:20]=3)=[O:19])=[C:7]([C:30]([OH:32])=[O:31])[CH:6]=1>CN(C=O)C.C([O-])(O)=O.[Na+]>[CH:5]1[C:10]([C:11]([OH:13])=[O:12])=[CH:9][C:8]([C:14]2[C:15]3[CH:16]=[CH:17][C:18]([OH:19])=[CH:20][C:21]=3[O:22][C:23]3[C:24]=2[CH:25]=[CH:26][C:27]([CH:28]=3)=[O:29])=[C:7]([C:30]([OH:32])=[O:31])[CH:6]=1.[C:1]([NH2:4])(=[O:12])[C:2]#[CH:3]

Participants

5

Reactant 2

HCID 239041PropargylamineHCID 2725051ST51005980

Product 1

HCID 131732466HCID 131732466, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolvent2×HCID 516892Sodium BicarbonateSolvent

Procedure

A solution of 6.8 ul (0.1 mmol) of propargylamine in DMF (1.0 ml) was added to a solution of 22 mg (0.046 mmol) of 6-carboxyfluorescein NHS ester in DMF (1.0 ml) and 0.1M NaHCO3 (0.2 ml) buffer. After overnight stirring at room temperature, the solvent was removed under vacuum. A small amount of reaction mixture was submitted for LC-MS analysis. The crude mixture was purified by Silica gel column chromatography. (DCM: MeOH 9:1). LC-MS analysis confirms that alkenyl FAM is formed. Cal Mass: 414.09. Found Mass: 414.0.

Workup

  1. customthe solvent was removed under vacuum
  2. customA small amount of reaction mixture
  3. customThe crude mixture was purified by Silica gel column chromatography
  4. customis formed

Sources & evidence

ORD record
ord-be03c8acdd0b4b2a89e5478ece96ad24
Source dataset
uspto-grants-2015_02
Patent number
US08962580B2

Reaction notes

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