Trifluoroacetic acid → Ethyl 8-(methylsulfanyl)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate

HRID 45794Notes

Reaction equation

HRID 45794 reaction equation
[CH3:1][S:2][C:3]1[N:12]=[CH:11][C:10]2[CH2:9][CH2:8][C:7]3[C:13]([C:35]([O:37][CH2:38][CH3:39])=[O:36])=[N:14][N:15](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[C:6]=3[C:5]=2[N:4]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][S:2][C:3]1[N:12]=[CH:11][C:10]2[CH2:9][CH2:8][C:7]3[C:13]([C:35]([O:37][CH2:38][CH3:39])=[O:36])=[N:14][NH:15][C:6]=3[C:5]=2[N:4]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68068918HCID 68068918, compound

Product 1

HCID 178470476Ethyl 8-(methylsulfanyl)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylateYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ethyl 8-(methylsulfanyl)-1-trityl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate (1.0 g, 1.99 mmol) in DCM (20 ml) was treated with trifluoroacetic acid (5 ml). The resulting mixture was stirred at r.t. for 1 hour and the solvent removed in vacuo. The residue was triturated with diethyl ether filtered and dried to provide the title compound 500 mg (96%). LC/MS (254 nm) HPLC method 2 Rt 3.62 min.

Workup

  1. customthe solvent removed in vacuo
  2. customThe residue was triturated with diethyl ether
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-268ed71b33bd43b9b7347779ae006155
Source dataset
uspto-grants-2013_09
Patent number
US08541576B2

Reaction notes

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