Structure of 70654-85-2
*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. : | 70654-85-2 |
Formula : | C8H9NO2S |
M.W : | 183.23 |
SMILES Code : | NC1=CC=C(C(C2)=C1)CS2(=O)=O |
MDL No. : | MFCD00178261 |
InChI Key : | HFUIQDXPKOCDLV-UHFFFAOYSA-N |
Pubchem ID : | 2821917 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H312-H315-H319-H332-H335 |
Precautionary Statements: | P261-P280-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 |
---|---|---|
77.5% | With palladium 10% on activated carbon; hydrogen; In methanol; for 1.0h; | To the suspension of 10% Pd/C (0.03 g) in MeOH (3.0 mL) was added compound 86.4 (0.12 g, 0.56 mmol, 1.0 eq). Suspension was purged with H2 gas for 1 hour. Reaction mixture filtered through celite and concentrated under reduced pressure to obtain 86.5 (0.08 g, 77.5%). MS(ES): m/z 184.1 [M+H]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
37% | EXAMPLE 73 8-(2,2-Dioxo-1,3-dihydro-benzo[c]thiophene-5-ylamino-methylene)-6,8-dihydro-1-thia-3,6-diaza-as-indacen-7-one (Z-isomer) The title compound was prepared in 37% yield from 8-ethoxymethylene-6,8-dihydro-1-thia-3,6-diaza-as-indacen-7-one and <strong>[70654-85-2]2,2-dioxo-1,3-dihydrobenzo[c]thiophene-5-ylamine</strong> according to Procedure J: 1H NMR (DMSO-d6): delta11.11 (d,1H), 10.89 (s, 1H), 9.27 (s, 1H), 8.06 (d, 1H), 7.82 (d, 1H), 7.47 (m, 2H), 7.13 (d, 1H), 6.98 (d, 1H), 6.5 (m, 2H); APCI-MS m/z 384 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
34% | With hydrogenchloride; In 1,4-dioxane; 2,2,2-trifluoroethanol; at 170℃; for 0.5h;Microwave irradiation; | 5-(2-Chloro-4-pyrimidinyl)-lambda/-ethyl-4-[3-methyl-5-(methyloxy)phenyl]-1 ,3-thiazol-2- amine (100 mg, 0.27 mmol), prepared by a procedure analogous to Example 1, Step F, was combined with 1 ,3-dihydro-2-benzothiophen-5-amine 2,2-dioxide (46 mg, 0.25 mmol), HCI solution (4 M) in dioxane (63 mul_, 0.25 mmol) and 2,2,2-trifluoroethanol (3 <n="121"/>ml.) in a sealed vessel. The reaction was heated for 30 min at 1700C by microwave radiation. The reaction was cooled, concentrated to a residue and purified by silica gel chromatography (gradient: 5-100% (90%CH2Cl2:9%MeOH:1%NH4OH)/CH2Cl2). The fractions with coupled adduct were combined and concentrated under vacuum. The residue was triturated with MeOH and filtered. Filtration yielded 43 mg (34%) of the title compound of Example 14 as a yellow powder. 1H NMR (400 MHz, DMSO- ck) delta ppm 9.61 (s, 1 H), 8.18 (s, 1 H), 8.06 (d, J = 4.03 Hz, 1 H), 7.90 (s, 1 H), 7.58 (d, J = 9.52 Hz, 1 H), 7.21 (d, J = 7.51 Hz, 1 H), 6.82 (d, J = 16.30 Hz, 2 H), 6.78 (s, 1 H), 6.28 (d, J = 4.21 Hz, 1 H), 4.43 (s, 2 H), 4.37 (s, 2 H), 3.69 (s, 3 H), 2.37 - 2.45 (m, 2 H), 2.27 (s, 3 H), 1.10 - 1.21 (m, 3 H); m/z (ESI): 508.23 [M+H]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
69% | With triethylamine; zinc(II) chloride; In 1,2-dichloro-ethane; tert-butyl alcohol; at 0 - 20℃; | 2,4-Dichloro-5-triflouromethylpyrimidine (2.80 g, 13.04 mmol) and anhydrous ZnCl2 (1.76 g, 13.04 mmol) were stirred in tert-butanol:l,2-dichloroethane (1:1, 90 mL) for 1 h at room temperature before cooling to 0 0C. 2,2-Dioxo-l,3-dihydrobenzo[c]thiophene-5-yl amine (1.56 g, 8.52 mmol, 80% purity) was then added in a single portion, followed by the dropwise addition Of Et3N (1.87 mL, 13.04 mmol) in tert-butanol:l,2-dichloroethane (1:1, 6.3 mL). The reagents were allowed to stir and warm to room temperature overnight. The solvent was then removed in vacuo and the tan solid suspended in methanol (200 mL) for 2 h before being filtered off, washed with methanol (10 mL) and diethyl ether (20 mL) and dried to produce a pale tan powder (1.7 g, 69%). Rt = 2.32 min; M-H = 362. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With hydrogenchloride; In water; acetone; for 48.0h;Acidic aqueous solution; Heating / reflux; | (5-Bromo-2-chloro-pyrimidin-4-yl)-(2-trifluoromethyl-lH-benzoimidazol-5-yl)-amine (Intermediate 40; 1.00 g, 2.56 mmol) and 5-amino-2,2-dioxo-2,3-dihydro-lH-21ambda*6*- benzo[c]thiophene (0.47 g, 2.56 mmol) were stirred in refluxing water:acetone:conc. HCl (150:100:1, 50 mL) for 48 hours. After this time, the resultant solid was filtered off, dissolved in the minimum amount of hot dimethylformamide and allowed to cool. Sufficient diethyl ether was then added to the solution to produce a dense white solid, which was filtered off. The resultant solid was then dissolved in 5% methanol/dichloromethane and all the solvent then removed in vacuo. The resultant white powder was then dried over a stream of air for 24 hours to remove all traces of dimethylformamide, 0.97 g, 70%.1H NMR (de-DMSO) 10.50 (IH, bs), 9.80 (IH, bs), 8.45 (IH, s), 7.85 (IH, s), 7.80 (IH, d), 7.50 (2H, m), 7.25 (IH, d), 7.10 (IH, d), 4.35 (2H, s), 3.90 (2H, s); LC/MS RT 2.12 min, M+H 539.3. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72.2% | With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In 1,4-dioxane; at 120℃; for 2.0h;Inert atmosphere; | To a mixture of 74.1 (0.080 g, 0.21 mmol, 1.0 eq) in 1,4-dioxane (3.0 ml) was added 86.5 (0.046 g, 0.21 mmol, 1.0 eq) and K2CO3 (0.073 g, 0.53 mmol, 2.5 eq). The reaction mixture was degassed for 10 minutes using argon then Pd2(dba)3 (0.019 g, 0.021 mmol, 0.1 eq) and Xantphos (0.024 g, 0.042 mmol, 0.2 eq) were added, and again degassed for 5 minutes. The reaction was stirred at 120 C. for 2 hours. After completion of the reaction, mixture was transferred into water and product was extracted with EtOAc. Organic layers were combined, washed with brine, dried over Na2SO4 and concentrated under reduced pressure to obtain crude material. The crude was purified by column chromatography to furnish 86.6 (0.08 g, 72.2%). MS(ES): m/z 528.6 [M+H]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | With C96H36F72P4Pd; potassium carbonate; bis[2-(diphenylphosphino)phenyl] ether; In 1,4-dioxane; at 102℃; for 4.0h;Inert atmosphere; | General procedure: To a mixture of 3-chloro-5-[(3-hydroxy-4-methylphenyl)amino]-4H-1,2,6-thiadiazin-4-one (7) (53.9 mg, 0.200 mmol), Pd[3,5-(F3C)2C6H3]3 (5.3 mg, 1.25 mol %), DPEPhos (5.3 mg, 5 mol %), powdered dry K2CO3 (66.4 mg, 0.480 mmol) and 3-aminobenzamide (30.0 mg, 0.220 mmol) was added dioxane (5 mL). The stirred suspension was then deaerated by bubbling of Ar through it for 5 min and then heated at reflux under Ar until complete consumption of the starting thiadiazine (TLC, 2 h). The mixture was cooled to ca. 20 C, then adsorbed onto silica and chromatographed (n-hexane/acetone, 50:50) to give the title compound 1 (63.1 mg, 85%) as orange needles, m.p. 297-298 C (from THF) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | In ethanol; for 18.0h;Reflux; Inert atmosphere; | General procedure: 6-Bromo-4-chloroquinoline (1.0 equiv.) and 3,4,5-trimethoxyaniline (1.1 equiv.) were suspended in ethanol (10 mL) and refluxed for 18 h. The crude mixture was purified by flash chromatography using EtOAc:hexane followed by 1-5% methanol in EtOAc, solvent was removed under reduced pressure to afford the desired product (1, 8-11, 13-31, and 33-43). |