Piperidine → HCID 178448816, compound

HRID 383682Notes

Reaction equation

HRID 383682 reaction equation
[CH2:1]([NH:5][C:6]1[CH:11]=[CH:10][N:9]2[N:12]=[CH:13][C:14]([CH:15]=O)=[C:8]2[N:7]=1)[CH:2]([CH3:4])[CH3:3].[NH:17]1[CH2:23][C:21](=[O:22])[NH:20][C:18]1=[O:19].N1CCCCC1>C(#N)C>[CH2:1]([NH:5][C:6]1[CH:11]=[CH:10][N:9]2[N:12]=[CH:13][C:14]([CH:15]=[C:23]3[NH:17][C:18](=[O:19])[NH:20][C:21]3=[O:22])=[C:8]2[N:7]=1)[CH:2]([CH3:3])[CH3:4]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 10006HydantoinHCID 58196836HCID 58196836, compound

Product 1

HCID 178448816HCID 178448816, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

To 5-(isobutylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde (24 mg, 0.110 mmol) in acetonitrile was added hydantoin (11 mg, 0.110 mmol) and piperidine (11 μL, 0.110 mmol). The reaction was heated at 70° C. for 48 hr. The reaction was cooled to room temperature and the solid formed was isolated by filtration to yield 5-((5-(isobutylamino)pyrazolo[1,5-a]pyrimidin-3-yl)methylene)imidazolidine-2,4-dione. LCMS (M+1=301)

Workup

  1. temperatureThe reaction was cooled to room temperature
  2. customthe solid formed
  3. customwas isolated by filtration

Sources & evidence

ORD record
ord-fc5626d29eb348219f461da121d7f62d
Source dataset
uspto-grants-2013_02
Patent number
US08367681B2

Reaction notes

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