Piperidine → HCID 178480705, compound

HRID 383667Notes

Reaction equation

HRID 383667 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]3[CH:20]=[CH:19][N:18]4[N:21]=[CH:22][C:23]([CH:24]=O)=[C:17]4[N:16]=3)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[NH:26]1[CH2:32][C:30](=[O:31])[NH:29][C:27]1=[O:28].N1CCCCC1>CCO>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]3[CH:20]=[CH:19][N:18]4[N:21]=[CH:22][C:23]([CH:24]=[C:32]5[NH:26][C:27](=[O:28])[NH:29][C:30]5=[O:31])=[C:17]4[N:16]=3)=[CH:10][CH:9]=2)[CH2:6][CH2:7]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 10006HydantoinHCID 58196507HCID 58196507, compound

Product 1

HCID 178480705HCID 178480705, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

To 5-(4-(4-methylpiperazin-1-yl)phenylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde (56 mg, 0.167 mmol) in EtOH was added hydantoin (17 mg, 0.167 mmol) and piperidine (17 μL, 0.167 mmol). The mixture was heated at 70° C. Solvent was removed under reduced pressure and then the solid was redissolved in MeOH and sonicated. Insolubilities were filtered off and the filtrate was purified by HPLC to yield 5-((5-(4-(4-methylpiperazin-1-yl)phenylamino)pyrazolo[1,5-a]pyrimidin-3-yl)methylene)imidazolidine-2,4-dione. LCMS (M+1=419)

Workup

  1. customSolvent was removed under reduced pressure
  2. dissolutionthe solid was redissolved in MeOH
  3. customsonicated
  4. filtrationInsolubilities were filtered off
  5. customthe filtrate was purified by HPLC

Sources & evidence

ORD record
ord-36e237d46e774f8bb1c6f22e4448d697
Source dataset
uspto-grants-2013_02
Patent number
US08367681B2

Reaction notes

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