Ammonia → HCID 66896915, compound

HRID 1913217Notes

Reaction equation

HRID 1913217 reaction equation
Cl[C:2]1[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[N:5]=[C:4]([CH2:11][CH:12]2[CH2:17][CH2:16][CH:15]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:14][CH2:13]2)[CH:3]=1.[NH3:23]>CO.C(Cl)Cl>[NH2:23][C:2]1[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[N:5]=[C:4]([CH2:11][CH:12]2[CH2:17][CH2:16][CH:15]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:14][CH2:13]2)[CH:3]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 86667835HCID 86667835, compound

Product 1

HCID 66896915HCID 66896915, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
90 °C

Procedure

To a 10-20 mL microwave vessel was charged ethyl 4-((7-chloropyrazolo[1,5-a]pyrimidin-5-yl)methyl)cyclohexanecarboxylate (Int-4g, 2.29 g, 7.12 mmol). To this was added ˜7N NH3 in methanol (15 mL). The resulting solution was stirred at 90° C. for 4 hours. After 4 hours, the reaction was cooled to room temperature and diluted with DCM (100 mL). This solution was washed with H2O and the organic layer was extracted. The aqueous phase was again extracted with DCM. The combined organics were dried over Na2SO4 and then the solvent was removed in vacuo. The resulting solid was taken on without further purification.

Workup

  1. waitAfter 4 hours
  2. temperaturethe reaction was cooled to room temperature
  3. washThis solution was washed with H2O
  4. extractionthe organic layer was extracted
  5. extractionThe aqueous phase was again extracted with DCM
  6. dry with materialThe combined organics were dried over Na2SO4
  7. customthe solvent was removed in vacuo
  8. customThe resulting solid was taken on without further purification

Sources & evidence

ORD record
ord-6cafa66e4fb64631a2dd3517b611b8c6
Source dataset
uspto-grants-2013_12
Patent number
US08609675B2

Reaction notes

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