Trifluoroacetic acid → 8,9-Dihydro-7h-pyrrolo[3',4':3,4]pyrazolo[1,5-b][1,2,4]triazine

HRID 2264311Notes

Reaction equation

HRID 2264311 reaction equation
[N:1]1[C:2]2[N:3]([N:7]=[C:8]3[CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][C:9]=23)[N:4]=[CH:5][CH:6]=1.FC(F)(F)C(O)=O>ClCCl>[N:1]1[C:2]2[N:3]([N:7]=[C:8]3[CH2:12][NH:11][CH2:10][C:9]=23)[N:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86639710tert-Butyl 7H-pyrrolo[3',4':3,4]pyrazolo[1,5-b][1,2,4]triazine-8(9H)-carboxylate

Product 1

HCID 592260098,9-Dihydro-7h-pyrrolo[3',4':3,4]pyrazolo[1,5-b][1,2,4]triazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 77 mg (0.29 mmol) of the product from Step A in dichloromethane (1 mL) was added trifluoroacetic acid (1 mL) and the reaction mixture stirred for 1 h. The solvent was evaporated in vacuo and the residue purified by flash chromatography on a Biotage Horizon® system (silica gel, 0 to 20% ethyl acetate/methanol containing 10% NH4OH gradient) to yield the title compound as a yellow solid. LC/MS 162.2 (M+1).

Workup

  1. customThe solvent was evaporated in vacuo
  2. customthe residue purified by flash chromatography on a Biotage Horizon® system (silica gel, 0 to 20% ethyl acetate/methanol containing 10% NH4OH gradient)

Sources & evidence

ORD record
ord-2f616cc900c448f5a83c5146b86409e6
Source dataset
uspto-grants-2010_12
Patent number
US07855206B2

Reaction notes

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