Hexafluoroacetylacetone → 3-(4,6-Bis(trifluoromethyl)-pyrimidin-2-yl)-1-(2-fluorobenzyl)1h-pyrazolo[3,4-b]pyridine

HRID 351662Notes

Reaction equation

[F:1][C:2]1[CH:20]=[CH:19][CH:18]=[CH:17][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14]([NH2:16])=[NH:15])=[N:6]1.[CH2:21]([C:28]([C:30]([F:33])([F:32])[F:31])=O)[C:22]([C:24]([F:27])([F:26])[F:25])=O>>[F:25][C:24]([F:26])([F:27])[C:22]1[CH:21]=[C:28]([C:30]([F:31])([F:32])[F:33])[N:16]=[C:14]([C:7]2[C:8]3[C:9](=[N:10][CH:11]=[CH:12][CH:13]=3)[N:5]([CH2:4][C:3]3[CH:17]=[CH:18][CH:19]=[CH:20][C:2]=3[F:1])[N:6]=2)[N:15]=1

Participants

Reactant 2

HCID 73706Hexafluoroacetylacetone

HCID 114039861-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide

Product 1

HCID 154622893-(4,6-Bis(trifluoromethyl)-pyrimidin-2-yl)-1-(2-fluorobenzyl)1h-pyrazolo[3,4-b]pyridine

Procedure

At 110° C., 50 mg (19 mmol) of 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxamidine from Example 25A and 42 mg (20 mmol) of 1,1,1,5,5,5-hexafluoroacetylacetone are heated for 5 h. Chromatography gives 33 mg (40.3% of theory) of the title compound.

Sources & evidence

ORD record: ord-94a824886663411bb4fce23f50ac7aff
Source dataset: uspto-grants-2004_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06743798B1

Reaction notes

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