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Type | HazMat fee for 500 gram (Estimated) |
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Structure of 88229-16-7
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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.
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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. : | 88229-16-7 |
Formula : | C10H10FNO |
M.W : | 179.19 |
SMILES Code : | O=C(NC1CC1)C2=CC=C(F)C=C2 |
MDL No. : | MFCD03363521 |
Boiling Point : | No data available |
InChI Key : | YPSPTZQFKWMPDX-UHFFFAOYSA-N |
Pubchem ID : | 4088729 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H301-H311-H331 |
Precautionary Statements: | P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P361-P403+P233-P405-P501 |
Class: | 6.1 |
UN#: | 2811 |
Packing Group: | Ⅲ |
* 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 |
---|---|---|
67% | With triethylamine; In dichloromethane; at 0 - 20℃; for 12.0h;Inert atmosphere; | General procedure: N-(Cyclopropyl)fluorobenzamides (VIa, VIc). Asolution of 45.4 mmol of the correspondingfluorobenzoic acid chloride Va or Vb in 20 mL ofanhydrous dichloromethane was added dropwise uponstirring to a solution of 45.4 mmol of cyclopropylamineIVa and 49.5 mmol of triethylamine in 100 mLof anhydrous dichloromethane at 0C. The mixturewas stirred during 12 h at room temperature, washedwith aqueous NaHCO3 (2 × 50 mL), water (3 ×50 mL), brine (50 mL), and dried over Na2SO4. Afterthe solvent removal, the residue was crystallized fromthe ethyl acetate - hexane 10 : 1 mixture. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
15% | In dimethyl sulfoxide; at 120℃; for 68.0h; | General procedure: To a solution of 4-fluoro-N-methylbenzamide (6 g, 39.2 mmol) in DMSO (Volume: 24.0 mL) was added piperazine (16.87 g, 196 mmol) at 23 C. The reaction was stirred at 120 C for 68 hr. The reaction mixture was poured into ice (261 g) and the reaction vessel was rinsed with H2O (~50 mL). Next, celite (30 g) was added to aid the filtration. The resulting suspension was warmed to 100 C, cooled to ~40 C, filtered, and rinsed with warm H20 (4 x 50 mL). The resulting solid was dried in vacuo. The filtrate was stirred at room temperature overnight affording a suspension. The suspension was filtered, rinsed with H2O (3 x 25 mL), and the resulting solid was dried in vacuo. The cloudy filtrate was filtered once again through a medium fritted funnel and rinsed with H2O (3 x 10 mL). Added NaCl (200.1g) to the filtrate, cooled on ice, filtered, rinsed with cold H2O (3 x 25 mL), and dried the resulting solid in vacuo. Re-suspended the purified product in H2O (30 mL), stirred for 30 min at 23 C, filtered, rinsed with H2O (3 x 5 mL), and dried the resulting solid in vacuo. The purified product was re-suspended in MeCN (25 mL), agitated for 10 min, and dried in vacuo. This procedure was repeated three times to provide N-methyl-4-(piperazin-1-yl)benzamide ( 5.64g, 25.7 mmol, 65.7 % yield) as a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 23℃; for 3.0h; | General procedure: To a suspension of 3-chloro-4-fluorobenzoic acid (25.0 g, 143 mmol), Methylamine hydrochloride (11.60 g, 172 mmol), N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (41.2 g, 215 mmol), and 1H-benzo[d][1,2,3]triazol-1-ol hydrate (32.9 g, 215 mmol) in DMF (Volume: 150 mL) was added 4-methylmorpholine (79 mL, 716 mmol) at 23 C. The reaction was stirred at 23 C for 3 hr. The reaction mixture was diluted with water (500 mL) to furnish a yellow-orange solution. The solution was stirred overnight at 23C affording a suspension. The suspension was filtered, washed with H2O (3 x 100 mL), and the resulting solid was dried in vacuo at 30 C to provide 3-chloro-4-fluoro-N-methylbenzamide ( 14.24 g, 76 mmol, 53.0 % yield) as an off-white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95.6% | With thionyl chloride; at 100℃; for 2.0h;Inert atmosphere; | General procedure: N-(R-Cyclopropyl)benzimidoyl chlorides (VII).A mixture of the corresponding amide VI (30 mmol)and thionyl chloride (36 mmol) was heated at 100Cuntil the gas evolution ceased (≈2 h) and distilled invacuum. |
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