Cyclopentanecarboxylic acid, 2-oxo-, methyl ester → HCID 178517488, compound

HRID 722012Notes

Reaction equation

HRID 722012 reaction equation
O=[C:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[C:7]([O:9]C)=O.Cl.[Cl:12][C:13]1[CH:21]=[CH:20][C:16]([C:17]([NH2:19])=[NH:18])=[CH:15][CH:14]=1.CC(C)([O-])C.[K+]>CO>[Cl:12][C:13]1[CH:21]=[CH:20][C:16]([C:17]2[N:18]=[C:7]([OH:9])[C:3]3[CH2:4][CH2:5][CH2:6][C:2]=3[N:19]=2)=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 66328Cyclopentanecarboxylic acid, 2-oxo-, methyl esterHCID 2034364-Chlorobenzene-1-carboximidamide hydrochlorideHCID 23665647Potassium tert-butoxide

Product 1

HCID 178517488HCID 178517488, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

7.1 g of methyl 2-oxocyclopentane-1-carboxylate and 9.6 g of 4-chlorobenz-amidine hydrochloride were introduced into 50 ml of methanol. 5.6 g of potassium tert-butoxide were added with stirring. The reaction mixture was stirred under reflux for 4 hours and then poured onto ice water. The crystalline product was filtered off with suction, washed with water and recrystallized from dimethylformamide.

Workup

  1. stirringThe reaction mixture was stirred
  2. temperatureunder reflux for 4 hours
  3. additionpoured onto ice water
  4. filtrationThe crystalline product was filtered off with suction
  5. washwashed with water
  6. customrecrystallized from dimethylformamide

Sources & evidence

ORD record
ord-a41c70cf011b463e89063373069200fe
Source dataset
uspto-grants-2006_11
Patent number
US07138398B2

Reaction notes

Loading…