N,N-Dimethyl-1,3-propanediamine → HCID 86597520, compound

HRID 2063240Notes

Reaction equation

HRID 2063240 reaction equation
O[C:2]([C@H:4]([C:6]1C=CC(CC(C)C)=CC=1)C)=[O:3].C([Cl:20])(=O)CC.[CH3:21][N:22]([CH3:27])[CH2:23][CH2:24][CH2:25][NH2:26]>CO>[ClH:20].[CH3:21][N:22]([CH3:27])[CH2:23][CH2:24][CH2:25][NH:26][C:2](=[O:3])[CH2:4][CH3:6]

Participants

5

Reactant 3

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 39912DexibuprofenHCID 62324Propionyl chloride

Product 1

HCID 86597520HCID 86597520, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using the previous procedure, (S)(+) ibuprofen (Fluka reagent) is converted into its propionyl chloride, whose treatment with 3-dimethylaminopropylamine, in the procedure of the example 1, allows to obtain a sample of (S)2-(4-isobutylphenyl)]-N-(3-dimethylaminopropyl)-propionamide hydrochloride m.p. 97-98° C., [α]D=+27(c=1; CH3OH).

Sources & evidence

ORD record
ord-eea24e942d7a43c4bc8846c88bdabfc1
Source dataset
uspto-grants-2012_10
Patent number
US08288368B2

Reaction notes

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