Hydrochloric Acid → 3-amino-5-(5-methyl-1H-pyrazol-4-yl)thiophene-2-carboxamide

HRID 2364079Notes

Reaction equation

HRID 2364079 reaction equation
CC1(C)[NH:7][C:6]2[CH:8]=[C:9]([C:11]3[CH:12]=[N:13][NH:14][C:15]=3[CH3:16])[S:10][C:5]=2[C:4](=[O:17])[NH:3]1.Cl.C([O-])(O)=O.[Na+]>CO>[NH2:7][C:6]1[CH:8]=[C:9]([C:11]2[CH:12]=[N:13][NH:14][C:15]=2[CH3:16])[S:10][C:5]=1[C:4]([NH2:3])=[O:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 66743505Cdc7-IN-15

Product 1

HCID 667430133-amino-5-(5-methyl-1H-pyrazol-4-yl)thiophene-2-carboxamideYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 2,2-dimethyl-6-(5-methyl-1H-pyrazol-4-yl)-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-one (660 mg, 2.52 mmol), 1 M HCl (8.81 mL) and MeOH (27 mL) was stirred at 50° C. for 2 h. Then, the reaction mixture was poured into excess saturated aqueous NaHCO3 and extracted with EtOAc/THF, and the extract was dried over MgSO4, filtered and concentrated under reduced pressure to afford the title compound (531 mg, 95%) as a yellow solid.

Workup

  1. extractionextracted with EtOAc/THF
  2. dry with materialthe extract was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-eee1bbba35814653b5606cd8f6cf5f68
Source dataset
uspto-grants-2014_04
Patent number
US08691828B2

Reaction notes

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