Trifluoroacetic acid → HCID 66744588, compound

HRID 1959389Notes

Reaction equation

HRID 1959389 reaction equation
C(OC([N:8](C(OC(C)(C)C)=O)[C:9]1[N:10]=[CH:11][C:12]([C:24]2[CH2:25][CH2:26][N:27](C(OC(C)(C)C)=O)[CH2:28][CH:29]=2)=[N:13][C:14]=1[C:15]1[N:23]=[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][N:17]2[N:16]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[N:23]1[C:15]([C:14]2[C:9]([NH2:8])=[N:10][CH:11]=[C:12]([C:24]3[CH2:25][CH2:26][NH:27][CH2:28][CH:29]=3)[N:13]=2)=[N:16][N:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=12

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66745361HCID 66745361, compound

Product 1

HCID 66744588HCID 66744588, compoundYield 273.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Tert-butyl 4-[5-(bis(tert-butoxycarbonyl)amino)-6-([1,2,4]triazolo[1,5-a]pyridin-2-yl)pyrazin-2-yl]-3,6-dihydro-2H-pyridine-1-carboxylate (77 mg, 0.1297 mmol) was dissolved in DCM (1.6 mL) and treated with TFA (400 μL, 5.192 mmol). The mixture was allowed to stir at ambient temperature for 2 hours and the solvent removed in vacuo. The mixture was azeotroped with DCM (3×) and Ether (3×) and dried under vacuum to furnish the product as a yellow solid (104 mg, quantitative yield). MS (ES+) 294.0

Workup

  1. customthe solvent removed in vacuo
  2. customThe mixture was azeotroped with DCM (3×) and Ether (3×)
  3. customdried under vacuum

Sources & evidence

ORD record
ord-e3b0855d78544d4da5440c1120fbd0df
Source dataset
uspto-grants-2013_04
Patent number
US08410112B2

Reaction notes

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