N,N-Dimethyl-1,3-propanediamine → 2H-Cyclopenta[c]pyridine

HRID 2060655Notes

Reaction equation

HRID 2060655 reaction equation
CC(O[CH2:5][C:6]1[C:11]2=[CH:12][CH:13]=[C:14](C=O)[C:10]2=[CH:9]OC=1)=O.C[N:18](C)CCCN>C(Cl)(Cl)Cl>[CH:9]1[NH:18][CH:5]=[CH:6][C:11]2[C:10]=1[CH:14]=[CH:13][CH:12]=2

Participants

4

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 159846Baldrinal2×

Product 1

HCID 155598522H-Cyclopenta[c]pyridine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Baldrinal (2) (12.8 mg) was reacted with 3-(dimethylamino)-1-propylamine (22.5 mg) in 2 ml of chloroform. After stirring for 10 minutes at room temperature, the solution turned red and all the baldrinal was reacted. Compound (9) was separated using column chromatography with silica using 50:1 CHCl3:MeOH solvent system and 2.2 mg of product was collected.

Workup

  1. customCompound (9) was separated
  2. customMeOH solvent system and 2.2 mg of product was collected

Sources & evidence

ORD record
ord-d4409216d16e4af99c6f720fdb4c6088
Source dataset
uspto-grants-2012_10
Patent number
US08278451B2

Reaction notes

Loading…