Potassium Carbonate → HCID 53258361, compound

HRID 1931689Notes

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].[N:24]1([C:29]2[CH:34]=[CH:33][C:32]([OH:35])=[CH:31][CH:30]=2)[CH:28]=[N:27][N:26]=[N:25]1.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:35][C:32]4[CH:33]=[CH:34][C:29]([N:24]5[CH:28]=[N:27][N:26]=[N:25]5)=[CH:30][CH:31]=4)=[C:17]3[CH:16]=[N:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 5429104-(1H-1,2,3,4-tetrazol-1-yl)phenol

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

Product 1

HCID 53258361HCID 53258361, compoundYield 7.2%

Procedure

4-[4-(4-Tetrazol-1-yl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester (6 mg, 7%) 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 tertbutyl ester (Intermediate 19; 60 mg, 0.18 mmol) with 4-tetrazol-1-yl-phenol (Enamine Ltd., Kiev, Ukraine; 29 mg, 0.18 mmol) in the presence of potassium carbonate (54 mg, 0.39 mmol).

Sources & evidence

ORD record: ord-4f9f5ba4ca614d988a3a9d58bd065510
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188098B2

Reaction notes

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