Welcome to chemicalbook!
Chinese English Japanese Germany Korea
010-86108875
logo
Inquriy
Try our best to find the right business for you.
Messages
Do not miss inquiry messages Please log in to view all inquiry messages.
My chemicalbook

Welcome back!

Structured search
18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
ChemicalBook CAS DataBase List Fluzoparib
1358715-18-0

Fluzoparib synthesis

3synthesis methods
The synthesis started with 2-(trifluoromethyl)-[1,2,4]triazolo[1,5-a]pyrazole, which was first reduced to the tetrahydropyrazole and then converted to the hydrochloride salt 26.2. Fuzuloparib (26) was prepared by HATU-mediated amidation of 26.2 with benzoic acid 26.3 in 88% yield.
Fluzoparib
763114-26-7 Synthesis
2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)Methyl)benzoic acid

763114-26-7
301 suppliers
$6.00/250mg

681249-57-0 Synthesis
2-(TRIFLUOROMETHYL)-5,6,7,8-TETRAHYDRO-[1,2,4]TRIAZOLO[1,5-A]PYRAZINE

681249-57-0
79 suppliers
$96.00/100mg

Fluzoparib

1358715-18-0
39 suppliers
inquiry

-

Yield: 16.4%

Reaction Conditions:

with O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate;N-ethyl-N,N-diisopropylamine in N,N-dimethyl-formamide for 12 h;Inert atmosphere;

Steps:

19 4-[[4-fluoro-3-[2-(trifluoromethyl)-6,8-dihydro-5H-[1,2,4]triazolo[1,5-a]pyrazine-7-carbonyl]phenyl]methyl]-2H-phthalazin-1-one
2-Fluoro-5-[(4-oxo-3H-phthalazin-1-yl)methyl]benzoic acid 1a (780 mg, 2.65 mmol) was dissolved in 15 mL of N, N-dimethylformamide, followed by addition of O-(1-benzotriazolyl)-N, N, N', N'-tetramethyluronium hexafluorophosphate (1.80 g, 4.77 mmol), 2-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyrazine 19a (560 mg, 2.92 mmol, prepared according to a known method disclosed by 'patent application ') and N, N-diisopropylethylamine (1.4 mL, 7.95 mmol).
After stirring for 12 hours, the reaction mixture was concentrated under reduced pressure, added with 30 mL of H2O, extracted with ethyl acetate (30 mL*3).
The organic phase was combined, washed with saturated sodium chloride solution (20 mL), dried over anhydrous sodium sulfate and filtered.
The filtrate was concentrated under reduced pressure and the resulting residue was purified by thin layer chromatography with elution system A to obtain 4-[[4-fluoro-3-[2-(trifluoromethyl)-6,8-dihydro-5H-[1,2,4]triazolo[1,5-a]pyrazine-7-carbonyl]phenyl]methyl]-2H-phthalazin-1-one 19 (205 mg, yield 16.4%) as a light yellow solid.
MS m/z (ESI): 473.1 [M+1]
1H NMR (400 MHz, CDCl3): δ 10.67 (br. s, 1H), 8.48 (s, 1H), 7.77 (m, 3H), 7.42 (m, 2H), 7.11 (t, 1H), 5.10 (s, 1H), 4.75 (s ,1H),4.39 (s, 2H), 4.32 (d, 3H), 3.88 (s, 1H)

References:

Jiangsu Hansoh Pharmaceutical Co., Ltd.;TANG, Pengcho;LI, Xin;LI, Xiangqin;CHEN, Yang;WANG, Bin;ZHU, Zhe EP2604610, 2013, A1 Location in patent:Paragraph 0134; 0135

763114-26-7 Synthesis
2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)Methyl)benzoic acid

763114-26-7
301 suppliers
$6.00/250mg

681249-56-9 Synthesis
2-(TRIFLUOROMETHYL)-[1,2,4]TRIAZOLO[1,5-A]PYRAZINE

681249-56-9
64 suppliers
inquiry

Fluzoparib

1358715-18-0
39 suppliers
inquiry

References
5-Bromo-2-fluorobenzoic acid

146328-85-0
290 suppliers
$6.00/1g

Fluzoparib

1358715-18-0
39 suppliers
inquiry

References