Piperidine → HCID 178463923, compound

HRID 383673Notes

Reaction equation

[CH2:1]([N:3]([CH2:6][C:7]1[CH:8]=[C:9]([NH:13][C:14]2[CH:19]=[CH:18][N:17]3[N:20]=[CH:21][C:22]([CH:23]=O)=[C:16]3[N:15]=2)[CH:10]=[CH:11][CH:12]=1)[CH2:4][CH3:5])[CH3:2].[NH:25]1[CH2:31][C:29](=[O:30])[NH:28][C:26]1=[O:27].N1CCCCC1>CCO>[CH2:1]([N:3]([CH2:6][C:7]1[CH:8]=[C:9]([NH:13][C:14]2[CH:19]=[CH:18][N:17]3[N:20]=[CH:21][C:22]([CH:23]=[C:31]4[NH:25][C:26](=[O:27])[NH:28][C:29]4=[O:30])=[C:16]3[N:15]=2)[CH:10]=[CH:11][CH:12]=1)[CH2:4][CH3:5])[CH3:2]

Participants

Conditions

Temperature: 70 °C

Procedure

To 5-(3-((diethylamino)methyl)phenylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde (10 mg, 0.031 mmol) in EtOH was added hydantoin (3 mg, 0.031 mmol) and piperidine (3 μL, 0.031 mmol). The mixture was heated at 70° C. overnight. The product was purified by HPLC to yield 5-((5-(3-((diethylamino)methyl)phenylamino)pyrazolo[1,5-a]pyrimidin-3-yl)methylene)imidazolidine-2,4-dione. LCMS (M+1=406)

Workup

customThe product was purified by HPLC

Sources & evidence

ORD record: ord-4ee7f346850a45cd887f707648f53031
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08367681B2

Reaction notes

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