Structure of 63304-81-4
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
4.5
*For Research Use Only !
Change View
Size | Price | VIP Price | US Stock |
Global Stock |
In Stock | ||
{[ item.pr_size ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | Inquiry {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock 1-2 weeks - Inquiry - | Login | - + | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
1-2weeks
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
In Stock
- +
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 63304-81-4 |
Formula : | C9H11NO3 |
M.W : | 181.19 |
SMILES Code : | O=C(O)CC1=CC=C(OC)C(N)=C1 |
MDL No. : | MFCD12913543 |
InChI Key : | PFRXANWOMDQZHR-UHFFFAOYSA-N |
Pubchem ID : | 17855201 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P280-P301+P312-P302+P352-P305+P351+P338 |
* 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 |
---|---|---|
94% | With palladium 10% on activated carbon; hydrogen; In methanol; at 20℃; for 12.0h; | Step 1: Pd/C (10%) (100 mg) was added to a solution of 2-(4-methoxy-3- nitrophenyl)acetic acid (1 .0 g, 4.7 mmol) in MeOH (5 mL) at rt. Then hydrogen was filled and the reaction mixture was stirred for 12h. The solution was filtered through a pad of Celite and the filtrate was concentrated under vacuum to afford the product (803 mg, 94%). The residue was used in the next step without further purification |
90% | With palladium 10% on activated carbon; hydrogen; In methanol; at 20℃; for 15.0h; | 2-(4-methoxy-3-nitrophenyl)acetic acid (1.30 g,6.16 mmol) prepared in step 1 was dissolved in methanol (150 mE), to which 10 weight % Pd/C (0.62 g, 0.62 mmol) was added. The mixture was stirred at room temperature for 15 hours while purging hydrogen gas. Upon completion of the reaction, a new spot was formed under the starting material, which was confirmed by TEC. 10 weight % Pd/C was filtered and the reaction mixture was concentrated under reduced pressure. Then, purification was performed by MPEC to give the target compound 2-(3-amino-4-methoxy- phenyl)acetic acid (1.00 g, 5.52 mmol, yield: 90%). ‘H-NMR (300 MHz, CDC13) ö 6.74-6.72 (m, 1H), 6.65-6.62 (m, 2H), 4.67 (br, s, 3H), 3.83 (s, 3H), 3.50 (s, 2H); EC/MS 182 [M+H]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
35% | With hydrogenchloride; at 90℃; | 2,5-dichloro-N-(2-(isopropylsulfonyl)phenyl)py-rimidine-4-amine (0.81 g, 2.35 mmol) and the compound (0.34 g, 1.88 mmol) prepared in preparative example 16 were dissolved in 0.08 M HC1-ethoxyethanol (15 mE), followed by stirring at 90 C. Upon completion of the reaction, a new spot was formed under the starting material, which was confirmed by TEC. Water was added thereto to terminate the reaction, and the water layer was extracted twice with ethylacetate. The ethylacetate layer was washed with water and brine, dried over sodium sulfate, and concentrated under reduced pressure. Then, purification was performed by MPEC to give the target compound 2-ethoxy- ethyl 2-(3-((5-chloro-4-((2-(isopropylsulfonyl)phenyl) amino)pyrimidine-2-yl)amino)-4-methoxyphenyl)acetate (460 mg, 0.82 mmol, yield: 35%).10541] ‘H-NMR (300 MHz, CDC13) ö 9.48 (s, 1H), 8.52(d, J=8.4 Hz, 1H), 8.20-8.17 (m, 2H), 7.94 (d, J=8.4 Hz, 1H),7.72-7.67 (m, 1H), 7.61 (s, 1H), 7.3 1-7.28 (m, 1H), 6.92-6.82 (m, 2H), 4.24-4.21 (m, 2H), 3.89 (s, 3H), 3.64-3.61 (m,2H), 3.54-3.47 (m, 4H), 3.30-3.21 (m, 1H), 1.33 (d, J=6.9Hz, 6H); EC/MS 563 [M+H]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
31% | With boric acid; In water; glycerol; at 130℃; | Step 2: <strong>[63304-81-4]2-(3-amino-4-methoxyphenyl)acetic acid</strong> Ex.27a (500 mg, 2.6 mmol) was suspended in water (2.5 mL). Divinyl sulfone (313 pL, 3.12 mmol), boric acid (96 mg, 1.56 mmol) and glycerol (215 mg, 2.34 mmol) were added and the mixture was heated to 13000 overnight. The mixture was cooled to rt. CH2CI2 was added and the phases were mixed until all solid was dissolved. The organic phase was separated, the aqueous layer washed with CH2CI2 and the combined organic layers were dried over Mg504, filtered and the solution was concentrated to dryness. The crude material was purified by column chromatography eluting with CH2CI2 and a gradient of CH2CI2/MeOH from [100:0] to [50:50]. The product fractions were combined and concentrated to dryness. The product was triturated in Et20 and filtered-off to afford 2-[3-(1,1- dioxo-1-thiomorpholin-4-yl)-4-methoxyphenyl]acetic acid Ex.27 (241 mg, 31%) as white solid.1H NMR (300 MHz, CDCI3, 6 in ppm): 3.15-3.27 (m, 4H), 3.57 (s, 2H), 3.60 (s, 4H), 3.88 (s, 3H), 6.85 (m, 2H), 6.99 (d, 1 H, J8.3Hz). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid; trifluoroacetic anhydride; at 20℃; for 12.0h; | General procedure: A mixtureof 1 (12 mmol), phenylacetic acids 2a-2s (8 mmol), andtrifluoroacetic anhydride (16 mmol) in trifluoroacetic acid(5 mL) was stirred at room temperature for overnight. Afterthe completion of the reaction, the content was poured intowater (100 mL) and extracted with ethyl acetate (100 mL × 3).The combined organic extracts were dried over Na2SO4, filtered,and concentrated. The residue was purified by chromatographyto give the product 3a-3s, which containing someimpurities. These compounds were used in the next step without further purification. |