Barbituric Acid → HCID 57964878, compound

HRID 1931597Notes

Reaction equation

HRID 1931597 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][NH:15][C:16](OC(C)(C)C)=O)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:23][C:24]1[N:29]=[C:28](Cl)[C:27](C=O)=[C:26]([Cl:33])[N:25]=1.N1C(=O)CC(=O)NC1=O>>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([N:14]2[C:28]3=[N:29][C:24]([Cl:23])=[N:25][C:26]([Cl:33])=[C:27]3[CH:16]=[N:15]2)[CH2:12][CH2:13]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 3

HCID 6211Barbituric AcidHCID 109327462,4,6-Trichloro-5-pyrimidinecarboxaldehydeHCID 20824232Tert-butyl 4-(2-(tert-butoxycarbonyl)hydrazinyl)piperidine-1-carboxylate2×

Product 1

HCID 57964878HCID 57964878, compound

Procedure

4-(4,6-Dichloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester was prepared using Method C described for the preparation of Intermediate 19, by the reaction of 4-(tert-butoxycarbonyl-hydrazino)-piperidine-1-carboxylic acid tert-butyl ester (Intermediate 15) with 2,4,6-trichloro-pyrimidine-5-carbaldehyde (which can be prepared from barbituric acid using the procedure of J. Dehnert DE 3603797).

Sources & evidence

ORD record
ord-1188d14ce77a4989b6e79c0398deb734
Source dataset
uspto-grants-2012_05
Patent number
US08188098B2

Reaction notes

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