Potassium Carbonate → HCID 57964997, compound

HRID 1931708Notes

Reaction equation

HRID 1931708 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]3=[N:19][CH:20]=[N:21][C:22](Cl)=[C:17]3[CH:16]=[N:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:24]([C:26]1[CH:31]=[C:30]([OH:32])[N:29]=[C:28]([CH3:33])[N:27]=1)[CH3:25].C(=O)([O-])[O-].[K+].[K+]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]3=[N:19][CH:20]=[N:21][C:22]([O:32][C:30]4[CH:31]=[C:26]([CH2:24][CH3:25])[N:27]=[C:28]([CH3:33])[N:29]=4)=[C:17]3[CH:16]=[N:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 57964905Tert-butyl 4-(4-chloro-1H-pyrazolo[3,4-D]pyrimidin-1-YL)piperidine-1-carboxylate2×HCID 178436947HCID 178436947, compound

Product 1

HCID 57964997HCID 57964997, compoundYield 13%

Procedure

4-[4-(6-Ethyl-2-methyl-pyrimidin-4-yloxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester (10 mg, 13%) was prepared using the procedure described for the preparation of Example 41 by the reaction of 4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (Intermediate 19; 60 mg, 0.18 mmol) with 4-ethyl-6-hydroxy-2-methylpyrimidine (Synchem Inc., Des Plaines, Ill., USA; 25 mg, 0.18 mmol) in the presence of potassium carbonate (54 mg, 0.39 mmol). Mass spectrum MH+=440.

Sources & evidence

ORD record
ord-860e09322c3644b9bb104d7913cf63a3
Source dataset
uspto-grants-2012_05
Patent number
US08188098B2

Reaction notes

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