Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | ||||||
{[ item.p_purity ]} | {[ item.pr_size ]} | Inquiry |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price) ]} |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]} | {[ item.pr_usastock ]} | in stock Inquiry - | {[ item.pr_chinastock ]} | {[ item.pr_remark ]} in stock Inquiry - | Login | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
CAS No. : | 1722-10-7 | MDL No. : | MFCD00006467 |
Formula : | C5H5ClN2O | Boiling Point : | - |
Linear Structure Formula : | N2C4H2(OCH3)Cl | InChI Key : | XBJLKXOOHLLTPG-UHFFFAOYSA-N |
M.W : | 144.56 | Pubchem ID : | 74403 |
Synonyms : |
3-Methoxy-6-chloropyridazine
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With silver nitrate; In water; trifluoroacetic acid; | Step 1: 4-(tert-butoxymethyl)-6-chloro-3-methoxypyridazine To a mixture of tert-butoxy-acetic acid (5.7 g, 43 mmol) in TFA/water (20 mol percent, 48 mL) were added 3-chloro-6-methoxypyridazine (3.8 g, 26 mmol) and AgNO3 (0.42 g, 2.4 mmol). The mixture was heated to 70° C., then a solution of (NH4)2S2O8 (10.6 g, 46 mmol) in water (8 mL) was added dropwise. After addition, the mixture was stirred at 70-80° C. for 30 min. After cooling to r.t, the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (petroleum ether: ethyl acetate (6:1) as eluent) to afford a mixture containing 4-(tert-butoxymethyl)-6-chloro-3-methoxypyridazine and 20-30percent 4-(tert-butoxymethyl)-3-chloro-6-methoxypyridazine (1.5 g). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
0.36 g; 0.1 g | To a mixture of tert-butoxy-acetic acid (5.7 g, 43 mmol) in TFA/ water (20 molpercent, 48 mL) were added 3-chloro-6-methoxypyridazine (3.8 g, 26 mmol) and AgN03 (0.42 g, 2.4 mmol). The mixture was heated to 70 C, then a solution of (NH4)2S208 (10.6 g, 46 mmol) in water (8 mL) was added dropwise. After addition, the mixture was stirred at 70-80 C for 30 min. After cooling to r.t, the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (petroleum ether: ethyl acetate (6: 1) as eluent) to afford a mixture containing 4-(tert-butoxymethyl)-6-chloro-3-methoxypyridazine and 20-30percent 4-(tert-butoxymethyl)- 3-chloro-6-methoxypyridazine (1.5 g). A mixture of 4-(tert-butoxymethyl)-6-chloro-3-methoxypyridazine containing 20- 30percent 4-(tert-butoxymethyl)-3-chloro-6-methoxypyridazine (1.3 g, 5.6 mmol), ethyl acetate (1 mL, 7.2 mmol) and Pd(dppf)Cl2 (130 mg) in MeOH (100 mL) was heated to 70 C with stirring under CO (50 psi) for 10 hr. After cooling, the mixture was poured into water and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated under vacuum. The residue was purified by column chromatography (petroleum ether/ethyl acetate (3: 1) as eluent to afford methyl-5-(tert-butoxymethyl)-6-methoxypyridazine-3- carboxylate (0.36 g) and methyl 4-(tert-butoxymethyl)-6-methoxy pyridazine-3- carboxy late (0.1 g). MS (ESI) m/z 255 (M+H)+ Methyl 4-(tert-butoxymethyl)-6-methoxypyridazine-3 -carboxylate 1H NMR (CDCls, 400 MHz): delta 8.22 (s, 1H), 4.40 (s, 2H), 4.22 (s, 3H), 4.02 (s, 3H), 1.29 (s, 9H). Methyl 5 -(tert-butoxymethyl)-6-methoxypyridazine-3 -carboxylate 1H NMR (CDC13, 400 MHz): delta 7.40 (s, 1H), 4.77 (s, 2H), 4.20 (s, 3H), 4.00 (s, 3H), 1.29 (s, 9H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With ammonium persulfate; silver nitrate; In water; at 70 - 80℃; for 0.5h; | To a mixture of tert-butoxy-acetic acid (5.7 g, 43 mmol) in TFA/ water (20 molpercent, 48 mL) were added 3-chloro-6-methoxypyridazine (3.8 g, 26 mmol) and AgN03 (0.42 g, 2.4 mmol). The mixture was heated to 70 C, then a solution of (NH4)2S208 (10.6 g, 46 mmol) in water (8 mL) was added dropwise. After addition, the mixture was stirred at 70-80 C for 30 min. After cooling to r.t, the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (petroleum ether: ethyl acetate (6: 1) as eluent) to afford a mixture containing 4-(tert-butoxymethyl)-6-chloro-3-methoxypyridazine and 20-30percent 4-(tert-butoxymethyl)- 3-chloro-6-methoxypyridazine (1.5 g). |
[ 89466-38-6 ]
6-Chloro-3-methoxy-4-methylpyridazine
Similarity: 0.86
[ 91063-19-3 ]
3-(Benzyloxy)-6-chloropyridazine
Similarity: 0.78
[ 181355-92-0 ]
6-Chloro-4-iodo-3-methoxypyridazine
Similarity: 0.74
[ 943026-40-2 ]
3-Chloro-6,7-dihydro-[1,4]dioxino[2,3-c]pyridazine
Similarity: 0.72
[ 89466-38-6 ]
6-Chloro-3-methoxy-4-methylpyridazine
Similarity: 0.86
[ 91063-19-3 ]
3-(Benzyloxy)-6-chloropyridazine
Similarity: 0.78
[ 181355-92-0 ]
6-Chloro-4-iodo-3-methoxypyridazine
Similarity: 0.74
[ 89466-38-6 ]
6-Chloro-3-methoxy-4-methylpyridazine
Similarity: 0.86
[ 91063-19-3 ]
3-(Benzyloxy)-6-chloropyridazine
Similarity: 0.78
[ 181355-92-0 ]
6-Chloro-4-iodo-3-methoxypyridazine
Similarity: 0.74