Thiazolidinedione → HCID 178440914, compound

HRID 383664Notes

Reaction equation

[C:1]([C:5]1[CH:6]=[C:7]([NH:11][C:12]2[CH:17]=[CH:16][N:15]3[N:18]=[CH:19][C:20]([CH:21]=O)=[C:14]3[N:13]=2)[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].S1[CH2:27][C:26](=[O:28])[NH:25][C:24]1=[O:29].[NH:30]1CCCCC1>CCO>[C:1]([C:5]1[CH:6]=[C:7]([NH:11][C:12]2[CH:17]=[CH:16][N:15]3[N:18]=[CH:19][C:20]([CH:21]=[C:27]4[NH:30][C:24](=[O:29])[NH:25][C:26]4=[O:28])=[C:14]3[N:13]=2)[CH:8]=[CH:9][CH:10]=1)([CH3:3])([CH3:4])[CH3:2]

Participants

Conditions

Temperature: 70 °C

Procedure

To 5-(3-tert-butylphenylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde (39 mg, 0.133 mmol) in EtOH was added 2,4-thiazolidinedione (16 mg, 0.133 mmol) and piperidine (13 μL, 0.133 mmol). The mixture was heated at 70° C. The solid formed was isolated by filtration and air dried to yield 5-((5-(3-tert-butylphenylamino)pyrazolo[1,5-a]pyrimidin-3-yl)methylene)imidazolidine-2,4-dione. LCMS (M+1=394)

Workup

customThe solid formed
customwas isolated by filtration and air
customdried

Sources & evidence

ORD record: ord-aee8f7776001478e9c2beb8532dd7b11
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08367681B2

Reaction notes

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