Purity | Size | Price | VIP Price | USA Stock *1-2 Days | Global Stock *3-4 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
Purity | Size | Price | VIP Price | USA Stock *1-2 Days | Global Stock *3-4 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} | {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}Deals | {[ getRatePrice(item.pr_usd, 1,1) ]} | {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - | |||
{[ item.p_purity ]} | {[ item.pr_size ]} | {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}Deals | {[ getRatePrice(item.pr_usd, 1,1) ]} | {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
*Storage: {[proInfo.prStorage]}
CAS No. : | 58347-49-2 | MDL No. : | MFCD04035684 |
Formula : | C6H4ClN3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | N/A |
M.W : | 153.57 | Pubchem ID : | 12281647 |
Synonyms : |
|
TPSA :Topological Polar Surface Area | 30.2 | H-Bond Acceptor Count : | 2 |
XLogP3 : | 1.3 | H-Bond Donor Count : | 0 |
SP3 : | 0.00 | Rotatable Bond Count : | 0 |
Signal Word: | Warning | Class | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H332-H335 | Packing Group: | N/A |
GHS Pictogram: |
![]() |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
71% | at 90℃; | PREPARATION 32 7-Chloropyrazolo[1,5-a]pyrimidine Pyrazolo[1,5-a]pyrimidin-7(4H)-one (0.50g, 3.70 mmols), phosphorus oxychloride (0.88 mL, 9.62 mmols) and diisopropylethylamine (DIEA, 0.13 mL, 0.74 mmols) were mixed and stirred at 90ºC overnight. It was poured onto water/ice, extracted with dichloromethane and washed with brine. It was dried, filtered and concentrated in vacuo. It was purified by chromatography (Silica gel, Hexane/Ethyl acetate 9:1) to afford the expected compound (83 mg, 71percent). LRMS (m/z): 154 (M+1)+ 1H NMR (400 MHz, DMSO-d6) d ppm 6.93 (d, 1 H) 7.43 (d, 1 H) 8.37 (d, 1 H) 8.52 (d, 1 H) |
71% | at 90℃; | Pyrazolo[1 ,5-a]pyrimidin-7(4/-/)-one (0.50g, 3.70 mmols), phosphorus oxychloride (0.88 mL, 9.62 mmols) and diisopropylethylamine (DIEA, 0.13 mL, 0.74 mmols) were mixed and stirred at 90°C overnight. It was poured onto water/ice, extracted with dichloromethane and washed with brine. It was dried, filtered and concentrated in vacuum. It was purified by chromatography (Silica gel, Hexane/Ethyl acetate 9:1 ) to afford the expected compound (83 mg, 71 percent).LRMS (m/z): 154 (M+1 )+ 1H NMR (400 MHz, DMSO-d6) δ ppm 6.93 (d, 1 H) 7.43 (d, 1 H) 8.37 (d, 1 H) 8.52 (d, 1 H) |
71% | at 90℃; | PREPARATION 897-Chloropyrazolo[1 ,5-a]pyrimidinePyrazolo[1 ,5-a]pyrimidin-7(4H)-one (0.50g, 3.70 mmols), phosphorus oxychloride (0.88ml, 9.62 mmols) and diisopropylethylamine (DIEA, 0.13ml, 0.74 mmols) were mixed and stirred at 90°C overnight. It was poured onto water/ice, extracted with dichloromethane and washed with brine. It was dried, filtered and concentrated in vacuum. It was purified by chromatography (Silica gel, Hexane/Ethyl acetate 9:1 ) to afford the expected compound (83mg, 71 percent).LRMS (m/z): 154 (M+1 )+ 1 H N MR (400 MHz, DMSO-d6) d ppm 6.93 (d, 1 H) 7.43 (d, 1 H) 8.37 (d , 1 H) 8.52 (d, 1 H) |
65% | at 90℃; for 2.50 h; | 7-Hydroxypyrazolo[1 ,5-a]pyrimidine (60 g, 444 mmol), phosphorus oxychloride (108 mL, 1.15 mol) and dimethylaniline (10.8 mL, 89 mmol) were added to a 250 mL round- bottomed flask and the contents heated to 90 0C. After 2.5 h, the reaction mixture was allowed to cool and was concentrated. The black residue was poured into a beaker containing crushed ice (600 mL) and the resulting solution kept cold using an ice bath. The aqueous solution was extracted with CH2CI2 (3 χ 150 mL) and the combined organic phase was washed with brine (100 mL). The organic phase was dried and concentrated to yield the desired crude product, 7-chloropyrazolo[1 ,5-a]pyrimidine, (44.2 g, 65percent) as a red solid. As the crude product was sufficiently pure to use in the subsequent step, a small sample was purified by column chromatography (33-66percent EtOAc/hexane) to yield an analytical sample as a white solid. HPLC 95percent; 1H NMR (250 MHz, CDCI3) δ 8.41 (d, J = 4.5 Hz, 1 H), 8.25 (d, J = 2.3 Hz, 1 H)1 6.99 (d, J ~ 4.5 Hz, 1 H), 6.84 (d, J = 2.3 Hz, 1 H); 13C NMR (62.9 MHz, CDCI3) δ 150.0, 148.2, 145.4, 139.0, 108.0, 98.7; MS (APCI) 154 [M+Hf. |
47% | for 72.00 h; | The compound prepared in preparative example 1 (2.4 g, 17.4 mmol) was stirred in POCl3 (54 mL) and N,N-dimethylaniline (6.7 mL) 3 days. The reaction mixture was concentrated, dissolved in saturated NaHCO3 (2000 mL) and extracted with CH2Cl2, dried over Na2SO4, filtered and concentrated. The crude product was purified by flash chromatography using a 2.5percent MeOH in CH2Cl2 solution as eluent (1.3 g, 47percent yield): M+H=154. |
[ 57489-77-7 ]
5,7-Dichloropyrazolo[1,5-a]pyrimidine
Similarity: 0.85
[ 877173-84-7 ]
3-Bromo-7-chloropyrazolo[1,5-a]pyrimidine
Similarity: 0.84
[ 779353-64-9 ]
5,7-Dichloro-3-ethylpyrazolo[1,5-a]pyrimidine
Similarity: 0.77
[ 845895-95-6 ]
5,7-Dichloropyrazolo[1,5-a]pyrimidine-3-carbonitrile
Similarity: 0.74
[ 114040-06-1 ]
3-Bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine
Similarity: 0.74
[ 57489-77-7 ]
5,7-Dichloropyrazolo[1,5-a]pyrimidine
Similarity: 0.85
[ 877173-84-7 ]
3-Bromo-7-chloropyrazolo[1,5-a]pyrimidine
Similarity: 0.84
[ 779353-64-9 ]
5,7-Dichloro-3-ethylpyrazolo[1,5-a]pyrimidine
Similarity: 0.77
[ 114040-06-1 ]
3-Bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine
Similarity: 0.74