Trifluoroacetic acid → HCID 178513840, compound

HRID 1914738Notes

Reaction equation

HRID 1914738 reaction equation
[I:1][C:2]1[N:11]=[CH:10][C:9]2[CH2:8][CH2:7][C:6]3[C:12]([C:34]([NH2:36])=[O:35])=[N:13][N:14](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[C:5]=3[C:4]=2[N:3]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[I:1][C:2]1[N:11]=[CH:10][C:9]2[CH2:8][CH2:7][C:6]3[C:12]([C:34]([NH2:36])=[O:35])=[N:13][NH:14][C:5]=3[C:4]=2[N:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 594543118-Iodo-1-trityl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

Product 1

HCID 178513840HCID 178513840, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

8-Iodo-1-trityl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide (291 mg, 0.5 mmol) in DCM (10 mL) was treated with trifluoroacetic acid (0.5 mL). The resulting mixture was stirred at room temperature for 1 hour. DCM (40 mL) was added and the organic phase was washed with saturated solution of sodium hydrogen carbonate, then with brine, dried over sodium sulfate and concentrated. The crude solid was purified by flash chromatography on silica gel (eluant: DCM/EtOH 90/10) to afford 143 mg of the title compound (84% yield).

Workup

  1. washthe organic phase was washed with saturated solution of sodium hydrogen carbonate
  2. dry with materialwith brine, dried over sodium sulfate
  3. concentrationconcentrated
  4. customThe crude solid was purified by flash chromatography on silica gel (eluant: DCM/EtOH 90/10)

Sources & evidence

ORD record
ord-9f3498962ce8428f8adaeb9eeb5ec12b
Source dataset
uspto-grants-2013_12
Patent number
US08614220B2

Reaction notes

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