Hydrochloric Acid → HCID 59293646, compound

HRID 2370394Notes

Reaction equation

HRID 2370394 reaction equation
Cl.[CH:2]1([C:5]2[N:10]=[C:9]([C:11]3[S:15][C:14]([NH:16]C(=O)C)=[N:13][C:12]=3[CH3:20])[CH:8]=[N:7][CH:6]=2)[CH2:4][CH2:3]1>C(O)C>[CH:2]1([C:5]2[N:10]=[C:9]([C:11]3[S:15][C:14]([NH2:16])=[N:13][C:12]=3[CH3:20])[CH:8]=[N:7][CH:6]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59293702HCID 59293702, compound

Product 1

HCID 59293646HCID 59293646, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Concentrated hydrochloric acid (0.4 ml) is added to N-[5-(6-cyclopropyl-pyrazin-2-yl)-4-methyl-thiazol-2-yl]-acetamide (120 mg) in ethanol (9 ml) at room temperature and the mixture is heated at reflux for 18 hours. The cooled reaction mixture is evaporated, neutralized with aqueous sodium hydrogen carbonate and extracted with 10% methanol in DCM. The combined organic extracts are dried over sodium sulphate and evaporated to give the title compound. HPLC/MS: retention time 0.93 minutes, M+H 233.3.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 18 hours
  3. customThe cooled reaction mixture
  4. customis evaporated
  5. extractionextracted with 10% methanol in DCM
  6. dry with materialThe combined organic extracts are dried over sodium sulphate
  7. customevaporated

Sources & evidence

ORD record
ord-b0638bdb16d4467bb05a236f4620845e
Source dataset
uspto-grants-2014_04
Patent number
US08710085B2

Reaction notes

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