Trifluoroacetic acid → 1-Cyclopentyl-7-methoxy-1H-pyrimido[5,4-c]quinoline-2,4-dione

HRID 533003Notes

Reaction equation

HRID 533003 reaction equation
C([N:5]1[C:20](=[O:21])[C:9]2[CH:10]=[N:11][C:12]3[C:13]([O:18][CH3:19])=[CH:14][CH:15]=[CH:16][C:17]=3[C:8]=2[N:7]([CH:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)[C:6]1=[O:27])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[CH:22]1([N:7]2[C:8]3[C:17]4[CH:16]=[CH:15][CH:14]=[C:13]([O:18][CH3:19])[C:12]=4[N:11]=[CH:10][C:9]=3[C:20](=[O:21])[NH:5][C:6]2=[O:27])[CH2:23][CH2:24][CH2:25][CH2:26]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 583294723-tert-Butyl-1-cyclopentyl-7-methoxy-1H-pyrimido[5,4-c]quinoline-2,4-dione

Product 1

HCID 583293871-Cyclopentyl-7-methoxy-1H-pyrimido[5,4-c]quinoline-2,4-dioneYield 51.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-Cyclopentyl-7-methoxy-1H-pyrimido[5,4-c]quinoline-2,4-dione (8 mg) was prepared from 3-tert-butyl-1-cyclopentyl-7-methoxy-1H-pyrimido[5,4-c]quinoline-2,4-dione (18 mg, 0.05 mmol) with treatment of trifluoroacetic acid (20 L) in DCM (1 mL). LCMS: m/z 312 [M+1]+.

Sources & evidence

ORD record
ord-70564594237f4e63bd481c9e4933a25f
Source dataset
uspto-grants-2014_10
Patent number
US08853226B2

Reaction notes

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