Structure of 1301214-60-7
*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! Not for Human Use. We Do Not Sell to Patients.
Change View
| Size | Price | VIP Price |
DE Stock US Stock |
Asia Stock Global Stock |
In Stock |
| {[ item.pr_size ]}{[ size_append_text(item.pr_size, proInfo.prAm, 'list') ]} |
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) ]} | {[ item.p_spot_brand_remark ]} 1-2 weeks {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.p_spot_brand_remark ]} 1-2 weeks {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock Inquiry - | Login - + |
Please Login or Create an Account to: See VIP prices and availability
Asia Stock: Ship in 3-5 business days
EU Stock: ship in 0-1 business day
Global Stock: ship in 7-10 days
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
{[ item.p_spot_brand_remark ]}
1-2weeks
Inquiry
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) ]}
{[ item.p_spot_brand_remark ]}
1-2weeks
Inquiry
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
Asia Stock: Ship in 3-5 business days
EU Stock: ship in 0-1 business day
Global Stock: ship in 7-10 days
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
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. : | 1301214-60-7 |
| Formula : | C10H7NO3 |
| M.W : | 189.17 |
| SMILES Code : | O=C(C1=CC2=C(C(O)=NC=C2)C=C1)O |
| English Name : | 1-Hydroxyisoquinoline-6-carboxylic acid |
| MDL No. : | MFCD22375648 |
| InChI Key : | BMHOAEQKRSPMLK-UHFFFAOYSA-N |
| Pubchem ID : | 58252554 |
* 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 |
|---|---|---|
| Multi-step reaction with 2 steps 1.1: triethylamine / (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); palladium dichloride / 12 h / 100 °C / 15001.5 Torr 2.1: water; lithium hydroxide / tetrahydrofuran / 4 h / 20 °C 2.2: pH 5 | ||
| Multi-step reaction with 2 steps 1.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl-formamide / 15 h / 70 °C / 5171.62 Torr / Parr bomb 2.1: lithium hydroxide / dimethyl sulfoxide / 16 h / 100 °C 2.2: Acidic conditions | ||
| Multi-step reaction with 2 steps 1.1: triethylamine / 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium dichloride / 12 h / 100 °C / 15001.5 Torr 2.1: water; lithium hydroxide / tetrahydrofuran / 4 h / 20 °C 2.2: pH 5 |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| Multi-step reaction with 5 steps 1.1: triethylamine; diphenylphosphoranyl azide / toluene / 0 - 20 °C 2.1: toluene / 2 h / Reflux 3.1: tributyl-amine / diphenylether; toluene / 190 - 210 °C 4.1: triethylamine / (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); palladium dichloride / 12 h / 100 °C / 15001.5 Torr 5.1: water; lithium hydroxide / tetrahydrofuran / 4 h / 20 °C 5.2: pH 5 | ||
| Multi-step reaction with 5 steps 1.1: triethylamine; diphenylphosphoranyl azide / toluene / 20 °C 2.1: toluene / 2 h / Reflux 3.1: diphenylether; tributyl-amine / toluene / 190 - 210 °C 4.1: triethylamine / (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); palladium dichloride / 12 h / 100 °C / 15001.5 Torr 5.1: water; lithium hydroxide / tetrahydrofuran / 4 h / 20 °C 5.2: pH 5 |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| Multi-step reaction with 4 steps 1.1: toluene / 2 h / Reflux 2.1: tributyl-amine / diphenylether; toluene / 190 - 210 °C 3.1: triethylamine / (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); palladium dichloride / 12 h / 100 °C / 15001.5 Torr 4.1: water; lithium hydroxide / tetrahydrofuran / 4 h / 20 °C 4.2: pH 5 | ||
| Multi-step reaction with 4 steps 1.1: toluene / 2 h / Reflux 2.1: diphenylether; tributyl-amine / toluene / 190 - 210 °C 3.1: triethylamine / (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); palladium dichloride / 12 h / 100 °C / 15001.5 Torr 4.1: water; lithium hydroxide / tetrahydrofuran / 4 h / 20 °C 4.2: pH 5 |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| Multi-step reaction with 3 steps 1.1: tributyl-amine / diphenylether; toluene / 190 - 210 °C 2.1: triethylamine / (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); palladium dichloride / 12 h / 100 °C / 15001.5 Torr 3.1: water; lithium hydroxide / tetrahydrofuran / 4 h / 20 °C 3.2: pH 5 | ||
| Multi-step reaction with 3 steps 1.1: diphenylether; tributyl-amine / toluene / 190 - 210 °C 2.1: triethylamine / (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); palladium dichloride / 12 h / 100 °C / 15001.5 Torr 3.1: water; lithium hydroxide / tetrahydrofuran / 4 h / 20 °C 3.2: pH 5 |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 48% | Stage #1: 1-oxo-1,2-dihydro-isoquinoline-6-carboxylic acid methyl ester With water; lithium hydroxide In tetrahydrofuran at 20℃; for 4h; Stage #2: With hydrogenchloride In water | 4 1-oxo-1,2-dihydroisoquinoline-6-carboxylic acid To a mixture of methyl 1-oxo-1,2-dihydroisoquinoline-6-carboxylate (25 g, 0.133 mol), tetrahydrofuran (200 mL) and water (200 mL) was added lithium hydroxide (16.8 g, 0.40 mol) at room temperature, and the mixture was stirred for four hours. Thin layer chromatography (petroleum ether/ethyl acetate=1:1) indicated the reaction was complete. The reaction mixture was extracted with ethyl acetate (100 mL*3) to remove impurities. The aqueous layer was acidified with 4 N aqueous HCl to pH 5 and filtered. The solid was dried in vacuum to give 1-oxo-1,2-dihydroisoquinoline-6-carboxylic acid (11.3 g, 48%) as a light yellow solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.48 (s, 1H), 8.24 (d, 2H), 7.93 (d, 1H), 7.22 (d, 1H), 6.68 (d, 1H). |
| Stage #1: 1-oxo-1,2-dihydro-isoquinoline-6-carboxylic acid methyl ester With water; lithium hydroxide In tetrahydrofuran at 20℃; for 4h; Stage #2: With hydrogenchloride In water | 4 To a mixture of methyl 1-oxo-1,2-dihydroisoquinoline-6-carboxylate (25 g, 0.133 mol), tetrahydrofuran (200 mL) and water (200 mL) was added lithium hydroxide (16.8 g, 0.40 mol) at room temperature, and the mixture was stirred for four hours. Thin layer chromatography (petroleum ether/ethyl acetate = 1 :1 ) indicated the reaction was complete. The reaction mixture was extracted with ethyl acetate (100 mL x 3) to remove impurities. The aqueous layer was acidified with 4 N aqueous HCI to pH 5 and filtered. The solid was dried in vacuum to give 1 -oxo-1 , 2- dihydroisoquinoline-6-carboxylic acid (1 1 .3 g, 48%) as a light yellow solid. 1H NMR (400 MHz, DMSO-c/e) ppm 11.48 (s, 1 H), 8.24 (d, 2H), 7.93 (d, 1 H), 7.22 (d, 1 H), 6.68 (d, 1 H). | |
| Stage #1: 1-oxo-1,2-dihydro-isoquinoline-6-carboxylic acid methyl ester With lithium hydroxide In dimethyl sulfoxide at 100℃; for 16h; Stage #2: With hydrogenchloride In water Acidic conditions; | 22 Heat l-Oxo-l,2-dihydro-isoquinoline-6-carboxylic acid methyl ester (3.1 lg, 15.3 mmol) in a mixture of DMSO and 2 M lithium hydroxide (30 mL) at 100 °C for 16 hours. Treat the reaction mixture with 1M hydrochloric acid, and collect the resulting white precipitate by filtration, rinsing with water and MeOH . Dry under high vacuum in the presence of P2O5 to give 2.87 g of the title compound. |
| Stage #1: 1-oxo-1,2-dihydro-isoquinoline-6-carboxylic acid methyl ester With water; lithium hydroxide In tetrahydrofuran at 20℃; for 4h; Stage #2: With hydrogenchloride In water | 30.1 A mixture of 6-bromoisoquinolin-1(2H)-one (30 g, 0.134 mol), triethylamine (17.6 g, 0.174 mol), palladium(II) chloride (0.24 g, 1.34 mmol) and 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.84 g, 1.34 mmol) in methanol (300 mL) was pressurized with 2 MPa of carbon monoxide. The reaction was heated to 100° C. and stirred for 12 hours. The reaction mixture was filtered through Celite and concentrated. The residue was washed with water and the solid was dried under vacuum to give crude methyl 1-oxo-1,2-dihydroisoquinoline-6-carboxylate (23.8 g, 95.2%) as a yellow solid. The solid was diluted with tetrahydrofuran (200 mL) and water (200 mL). To this mixture was added lithium hydroxide (16.8 g, 0.4 mol) and the reaction was stirred at room temperature for 4 hours. The reaction mixture was washed with ethyl acetate (3×) and these washings were discarded. The aqueous layer was acidified with 4 N aqueous hydrochloric acid to pH=5. The resulting precipitate was collected by filtration and dried under vacuum to give the title compound (11.3 g, 49%) as a yellow solid. 1H NMR (400 MHz, DMSO-d6, δ): 11.48 (s, 1H), 8.24 (d, 2H), 7.93 (d, 1H), 7.22 (d, 1H), 6.68 (d, 1H). |

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With methanol; water; sodium hydroxide at 20℃; for 12h; | 2-oxo-1H-quinoline-6-carboxylic acid (Acid CK) General procedure: Into a 100-mL round-bottom flask, was placed methyl 2-oxo-1H-quinoline-6- carboxylate (1.90 g, 9.351 mmol, 1.00 equiv), CH3OH (38.00 mL), H2O (12.00 mL), sodium hydroxide (1.12 g, 28.002 mmol, 2.99 equiv). The resulting solution was stirred for 12 hr at room temperature. The resulting mixture was concentrated under vacuum. The resulting solution was diluted with 30 mL of H2O. The resulting solution was extracted with 2 x 20 mL of ethyl acetate and the aqueous layers combined. The pH value of the solution was adjusted to 3 with HCl (3M). The solids were collected by filtration. This resulted in 1.2 g (67.84%) of 2-oxo-1H-quinoline-6- carboxylic acid (Acid CK) as a red solid. LCMS: [M+H]+=190. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| Stage #1: 1,2-dihydro-1-oxoisoquinoline-6-carboxylic acid With caesium carbonate In N,N-dimethyl-formamide for 0.0833333h; Stage #2: methyl iodide In N,N-dimethyl-formamide at 25 - 30℃; for 18h; | 1.S4 Step S3 of 20g product 1-chloro-isoquinoline-6-carboxylic acid was added to 150ml of concentrated hydrochloric acid, the reaction was heated to 100 deg.] C 2h, TLC show the reaction is complete, cooled, suction filtered to give a white solid, with a small amount washed with water, to give a white solid 1,2-dihydro-1-oxo-isoquinoline-6-carboxylic acid; the resulting 1-oxo-1,2-dihydro-isoquinoline-6-carboxylic acid was added to 200ml solvent N, N- dimethylformamide followed by addition of 40g of cesium carbonate, stirred for 5min, cooled to 25-30 and stable temperature, a solution of 20g of methyl iodide was added dropwise to the reaction over 18h, TLC showed the reaction after completion, poured into water 3 times, and the precipitated solid product obtained in step S4 methyl-1-oxo-1,2-dihydro-isoquinoline-6-carboxylate. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| Multi-step reaction with 3 steps 1.1: trichlorophosphate / 0.5 h / 70 °C 2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere 2.2: 0.5 h / -60 °C / Inert atmosphere 3.1: hydrogenchloride / water / 2 h / 100 °C |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere 1.2: 0.5 h / -60 °C / Inert atmosphere 2.1: hydrogenchloride / water / 2 h / 100 °C |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With hydrogenchloride In water at 100℃; for 2h; | 1.S4 Step S3 of 20g product 1-chloro-isoquinoline-6-carboxylic acid was added to 150ml of concentrated hydrochloric acid, the reaction was heated to 100 deg.] C 2h, TLC show the reaction is complete, cooled, suction filtered to give a white solid, with a small amount washed with water, to give a white solid 1,2-dihydro-1-oxo-isoquinoline-6-carboxylic acid; the resulting 1-oxo-1,2-dihydro-isoquinoline-6-carboxylic acid was added to 200ml solvent N, N- dimethylformamide followed by addition of 40g of cesium carbonate, stirred for 5min, cooled to 25-30 and stable temperature, a solution of 20g of methyl iodide was added dropwise to the reaction over 18h, TLC showed the reaction after completion, poured into water 3 times, and the precipitated solid product obtained in step S4 methyl-1-oxo-1,2-dihydro-isoquinoline-6-carboxylate. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| Multi-step reaction with 4 steps 1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 18 h / 25 - 30 °C 2.1: trichlorophosphate / 0.5 h / 70 °C 3.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere 3.2: 0.5 h / -60 °C / Inert atmosphere 4.1: hydrogenchloride / water / 2 h / 100 °C |