Hydrochloric Acid → HCID 178524146, compound

HRID 1096939Notes

Reaction equation

HRID 1096939 reaction equation
[OH-].[Na+].C1COCC1.[N:8]1([C:13]2[CH:14]=[C:15]([CH:20]=[C:21]([C:23]3[N:27]=[CH:26][NH:25][N:24]=3)[CH:22]=2)[C:16]([O:18]C)=[O:17])[CH2:12][CH2:11][CH2:10][CH2:9]1.Cl>CO>[N:8]1([C:13]2[CH:14]=[C:15]([CH:20]=[C:21]([C:23]3[N:27]=[CH:26][NH:25][N:24]=3)[CH:22]=2)[C:16]([OH:18])=[O:17])[CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 178497330HCID 178497330, compound

Product 1

HCID 178524146HCID 178524146, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Aqueous 5 N sodium hydroxide solution (0.21 mL, 1.05 mmol) was added to a THF (0.7 mL)-methanol (0.7 mL) suspension of methyl 3-(1-pyrrolidinyl)-5-(1,2,4-triazol-3-yl)benzoate (95.8 mg, 0.35 mmol), and stirred at room temperature for 18 hours. 5 N hydrochloric acid (0.21 mL, 1.05 mmol) was added to the reaction mixture and concentrated under reduced pressure. 40% methanol/chloroform was added to the residue, the mixture was filtered, and the filtrate was concentrated under reduced pressure. Diethyl ether was added to the residue, the formed insoluble matter was taken out through filtration, washed and dried to obtain the title compound as a pale yellow solid.

Workup

  1. concentrationconcentrated under reduced pressure
  2. addition40% methanol/chloroform was added to the residue
  3. filtrationthe mixture was filtered
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. additionDiethyl ether was added to the residue
  6. filtrationthe formed insoluble matter was taken out through filtration
  7. washwashed
  8. customdried

Sources & evidence

ORD record
ord-d5dec9d260484a9faf3a8ecb4aef8cf3
Source dataset
uspto-grants-2012_03
Patent number
US08138197B2

Reaction notes

Loading…