Piperidine → HCID 178518472, compound

HRID 383693Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[CH:14]=[CH:13][N:12]3[N:15]=[CH:16][C:17]([CH:18]=O)=[C:11]3[N:10]=2)=[CH:4][CH:3]=1.[NH:20]1[CH2:26][C:24](=[O:25])[NH:23][C:21]1=[O:22].N1CCCCC1>CCO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]2[CH:14]=[CH:13][N:12]3[N:15]=[CH:16][C:17]([CH:18]=[C:26]4[NH:20][C:21](=[O:22])[NH:23][C:24]4=[O:25])=[C:11]3[N:10]=2)=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 70 °C

Procedure

To 5-(4-chlorophenylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde (117 mg, 0.430 mmol) in EtOH was added hydantoin (43 mg, 0.430 mmol) and piperidine (43 μL, 0.430 mmol). The mixture was heated at 70° C. overnight. Solvent was removed under reduced pressure and the remaining solid was washed with EtOAc to yield 5-((5-(4-chlorophenylamino)pyrazolo[1,5-a]pyrimidin-3-yl)methylene)imidazolidine-2,4-dione. LCMS (M+1=355)

Workup

customSolvent was removed under reduced pressure
washthe remaining solid was washed with EtOAc

Sources & evidence

ORD record: ord-5c1b2786d3c24d9a969c70e505a77200
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08367681B2

Reaction notes

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