Hydrochloric Acid → HCID 59293646, compound

HRID 1516241Notes

Reaction equation

HRID 1516241 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-9470d2310da94f6ba1906aa2f7b6be5d
Source dataset
uspto-grants-2012_07
Patent number
US08227462B2

Reaction notes

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