Trifluoroacetic acid → HCID 42610782, compound

HRID 384646Notes

Reaction equation

HRID 384646 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][C:16]2[CH:21]=[C:20]([NH:22][C:23]3[CH:28]=[N:27][C:26]([C:29]#[N:30])=[CH:25][N:24]=3)[N:19]=[CH:18][N:17]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=[O:34]>>[NH:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][C:16]2[N:17]=[CH:18][N:19]=[C:20]([NH:22][C:23]3[N:24]=[CH:25][C:26]([C:29]([NH2:30])=[O:34])=[N:27][CH:28]=3)[CH:21]=2)[CH2:10][CH2:9]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66746317Tert-butyl-4-((6-(5-cyanopyrazin-2-ylamino)pyrimidin-4-ylamino)methyl)-piperidine-1-carboxylate

Product 1

HCID 42610782HCID 42610782, compoundYield 15%

Conditions

Temperature
82 °C

Procedure

A mixture of tert-butyl-4-((6-(5-cyanopyrazin-2-ylamino)pyrimidin-4-ylamino)methyl)-piperidine-1-carboxylate (0.15 mmol) and trifluoroacetic acid was heated at 82° C. for 4 hours. The solution was evaporated to dryness and the residue was purified by preparative HPLC to give 5-(6-(piperidin-4-ylmethylamino)pyrimidin-4-ylamino)pyrazine-2-carboxamide (7.36 mg, 15%).

Workup

  1. customThe solution was evaporated to dryness
  2. customthe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-29e210c2f0764a8496ab0843a399168d
Source dataset
uspto-grants-2013_02
Patent number
US08367658B2

Reaction notes

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