Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 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) ]} | Inquiry {[ 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. : | 39811-14-8 | MDL No. : | MFCD06739053 |
Formula : | C8H5ClN2O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 196.59 | Pubchem ID : | - |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302 | 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 potassium permanganate; sodium carbonate; In water; at 100℃; for 2h; | A mixture of (5-Chloro-1 H- benzoimidazol-2-yl)-methanol (3.8 g) suspended in 2 N sodium carbonate (110 mL) was treated with a solution of [KMN04] (4.935 g in 310 mL of water). The resulting mixture was heated to [100 C] for 2 h and then filtered. The filtrate was cooled to room temperature, and the solution was adjusted to acidic pH, via addition of 3 N acetic acid, to afford a precipitate. The solid material was isolated by filtration, washed with water and dried under vacuum to give the title intermediate (2.910 g). This material was used in Step C without further purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | 0.5 g of 2-trichloromethylbenzimidazole 3a-m was introduced in portions at 0C into 30 ml of 2N NaOH solution. The resulting solution was acidified (pH 3) using 2N HCI solution and stirred for 1 hour. The mixture was cooled, and the resulting precipitate was filtered off with suction and washed 2 x with WATER/ACETONITRILE (3: 1) and 2 x with diethyl ether. 4a: R = 5-Cl ; brown solid, yield: 97% | |
95% | With sodium hydroxide;Cooling; | (ii) 5-Chloro-2-trichloromethyl-1H-benzimidazole (700 mg, 2.61 mmol) was added to a cooled solution of sodium hydroxide (60 mL, 1 N). The resulting solution was filtered and the filtrate was acidified with hydrochloric acid (1 N) to pH 4. The precipitate was filtered off, washed twice with a solution of water and acetonitrile (ratio 3:1) and twice with ether. After drying, this led to 5-chloro-1H-benzimidazole-2-carboxylic acid (484 mg, 95%). LRMS (ESI) m/z 195 [M - H]-. ( |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | 0.064 MMOL of benzimidazolecarboxylic acid 4a was dissolved in DMF together with 0.064 mmol of the amine 5a, a solution of TBTU (0.096 MMOI) in DMF, HOBT (0.026 MMOL) in DMF and 0.32 mmol of DIPEA were added successively, and the mixture was stirred at room temperature. After 2.5 hours, 0.2 eq. of acid was added, and the mixture was stirred overnight. After a further addition of 0.16 EQ. of acid, the reaction mixture was diluted with water after 1.5 hours, and the resulting precipitate was filtered off with suction, washed with water and digested with diethyl ether. Yield : 75%, pale-brown solid |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
69% | 0.064 mmol of benzimidazolecarboxylic acid 4a was dissolved in DMF together with 0.064 MMOL of the amine 5B, A solution of TBTU (0. 096 MMOL) in DMF, HOBT (0.026 mmol) in DMF and 0. 32 mmol of DIPEA were added successively, and the mixture was stirred at room temperature. After 2.5 hours, 0.2 EQ. of acid was added, and the mixture was stirred overnight. The reaction mixture was diluted with water, and the resulting precipitate was filtered off with suction, washed with water and digested with diethyl ether. Yield : 69%, pale-brown solid |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl acetamide; at 20℃; for 16h; | A solution of 5-chloro-1H-benzimidazole-2-carboxylic acid (preparation 8) (100 mg, 0.50 mmol) in N,N-dimethylacetamide (5 ml) was treated with <strong>[250275-15-1]tert-butyl (3aR,6aS)-hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate</strong> (108 mg, 0.51 mmol) and O-benzotriazo-1-yl-N,N,N'N'-tetramethyluronium hexafluorophosphate (256 mg, 0.67 mmol) and the resulting solution left to stir at room temperature for 16 hours. The reaction mixture was diluted with ethyl acetate (20 ml) and water (20 ml) and the organic phase separated, dried (sodium sulphate) and the solvent reduced in vacuo. The residue was treated with a 1M solution of HCl in methanol (15 ml) and left to stir at room temperature for 16 hours. The solvent was removed in vacuo and the residue purified by flash column chromatography on silica gel eluding with dichloromethane:methanol:880 ammonia (99:1:0.1 changing to 90:10:1, by volume) to give the title compound as a colourless solid (50 mg). 1H NMR (400 MHz, CD3OD): delta 7.69-7.65 (2H, m), 7.34(1H, d), 4.45-4.40 (1H, m), 4.24-4.20 (1H, m), 3.99-3.94 (1H, m), 3.71-3.66 (1H, m), 3.19-3.11 (2H, m), 3.09-2.92 (2H, m), 2.83-2.79 (2H, m) ppm. MS (APCI) m/z 291/293 [M+H]+, 289/291 [M-H]- |