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CAS No. : | 179474-81-8 | MDL No. : | MFCD09837787 |
Formula : | C18H26ClN3O3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | ZPMNHBXQOOVQJL-UHFFFAOYSA-N |
M.W : | 367.87 | Pubchem ID : | 3052762 |
Synonyms : |
R-93877
|
Chemical Name : | 4-Amino-5-chloro-N-(1-(3-methoxypropyl)piperidin-4-yl)-2,3-dihydrobenzofuran-7-carboxamide |
Signal Word: | Danger | Class: | 9 |
Precautionary Statements: | P501-P273-P260-P270-P264-P280-P391-P314-P337+P313-P305+P351+P338-P301+P312+P330 | UN#: | 3077 |
Hazard Statements: | H302-H319-H372-H410 | Packing Group: | Ⅲ |
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 |
---|---|---|
85% | Stage #1: With 1,1'-carbonyldiimidazole In tetrahydrofuran for 0.416667 h; Stage #2: at 45 - 50℃; for 4 h; |
THF, 4-amino-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid (1.0 g), a small amount of CDI was added, stirred for 25 min,(0.8 g, GC & gt; 98percent) was added dropwise to a solution of 1- (3-methoxypropyl) -4-piperidinamine (I) at 45 ° C for 4 h, (30g), precipitate a large amount of solid, stirring at 25 for 1h; pumping, 20g of water rinse, collecting filter cake, drying, diclofenac 1.5g , Yield 85percent (mp = 91-92 ° C).To the reaction flask was added paclitaxel (1.0 g) and 75percent ethanol (5 mL), heated to 40 ° C, and succinic acid (0.35 g) was added with stirring and stirred for 3 h. The filter cake was recrystallized from 75percent ethanol and dried to give 1.17 g of white granular crystals in 93percent yield |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
31 g | With triethylamine; potassium iodide In N,N-dimethyl-formamide at 90 - 95℃; | 4-Amino-5-chloro-2,3-dihydro-N-(4-piperidinyl)-7-benzomrancarboxamide (30 g), triethyl amine (30 ml), l-chloro-3-methoxy-propane (13.8 g) and potassium iodide (4 g) in dimethylformamide (150 ml) were taken into a reaction flask at 25-30°C. The resulting mixture was heated to 90-95°C and then maintained for 4-5 hours at the same temperature. The reaction mass was cooled to 25-30°C, followed by the addition of l-chloro-3- methoxy-propane (5 g) and triethylamine (10 ml) at the same temperature. The reaction mass was heated to 90-95°C and then maintained for 4-5 hours at the same temperature. After completion of reaction, the reaction mass was cooled to 25-30°C, followed by the addition of water (750 ml) and then extracting with dichloromethane (300 ml x 3 times). The layers were separated and the organic layer was washed with water (500 ml). Activated carbon powder (3 g) was added to the organic layer and then stirred for 10 minutes at 25-30°C, followed by filtration through carbon bed. The resulting filtrate was concentrated under vacuum to obtain a residue. To the resulting residue, water (350 ml) was added and then stirred for 30 minutes at 20-25°C. The solid separated was filtered and washed with water (50 ml x 2 times) to produce 31 g of Prucalopride monohydrate (Purity by HPLC: 97.0percent). |
A280691[ 179474-85-2 ]
4-Amino-5-chloro-N-(1-(3-methoxypropyl)piperidin-4-yl)-2,3-dihydrobenzofuran-7-carboxamide succinate
Reason: Free-salt