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[ CAS No. 179474-81-8 ] {[proInfo.proName]}

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Chemical Structure| 179474-81-8
Chemical Structure| 179474-81-8
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Product Details of [ 179474-81-8 ]

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

Safety of [ 179474-81-8 ]

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:
GHS Pictogram:

Application In Synthesis of [ 179474-81-8 ]

* 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.

  • Downstream synthetic route of [ 179474-81-8 ]

[ 179474-81-8 ] Synthesis Path-Downstream   1~18

  • 1
  • [ 179474-81-8 ]
  • 4-amino-N-[1-(3-methoxypropyl)-4-piperidinyl]-2,3-dihydrobenzofuran-7-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
96% With palladium 10% on activated carbon; hydrogen; sodium hydroxide; In methanol; at 10 - 30℃; under 760.051 Torr; for 72h; Add <strong>[179474-81-8]prucalopride</strong>(1.5g) to the reaction flask, Methanol (150 ml) was added,Then 10% palladium on charcoal (2.0 g) was added,Sodium hydroxide (l.Og),The hydrogenation was carried out at 10-30 C for 3 days at atmospheric pressure. Filtered, the filtrate was concentrated to dryness under reduced pressure,To give Compound I (1.3 g),The molar yield was 96%.
  • 2
  • [ 1249604-45-2 ]
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  • 3
  • [ 179474-79-4 ]
  • [ 123654-26-2 ]
  • [ 179474-81-8 ]
YieldReaction ConditionsOperation in experiment
85% 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; 98%) 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 85% (mp = 91-92 C).To the reaction flask was added paclitaxel (1.0 g) and 75% 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 75% ethanol and dried to give 1.17 g of white granular crystals in 93% yield
  • 4
  • [ 110-15-6 ]
  • [ 179474-81-8 ]
  • prucalopride succinic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
93% In ethanol; at 40℃; for 3h; 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; 98%) 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 85% (mp = 91-92 C).To the reaction flask was added paclitaxel (1.0 g) and 75% 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 75% ethanol and dried to give 1.17 g of white granular crystals in 93% yield
42 g In methanol; isopropyl alcohol; at 60 - 65℃; for 0.25h; Methanol (135 ml) and isopropyl alcohol (135 ml) were added to <strong>[179474-81-8]prucalopride</strong> monohydrate (40 g; Purity by HPLC: 97%) and the resulting mass was heated to 60-65C. After complete dissolution, activated carbon (4.0 g) was added to the resulting solution and the mixture was stirred for 10 minutes at 60-65C. The resulting mass was filtered and the washed the charcoal bed with a mixture of methanol and isopropyl alcohol (10 ml, 1 :1). The filtrate was heated to 60-65C, followed by the addition of succinic acid (13 g) and then stirring the mass for 15 minutes at the same temperature. The reaction mass was cooled to 20-25C and then stirred for 1 hour at the same temperature. The separated solid was filtered, washed with a mixture of methanol and isopropyl alcohol (50 ml, 1: 1), and then dried the material at 60-65C for 4 hours to produce 42 g of <strong>[179474-81-8]Prucalopride</strong> Succinate (Purity by HPLC: 99.0%).
  • 5
  • methyl-1-(3-methoxypropyl)piperidine-4-carboxylate [ No CAS ]
  • [ 179474-81-8 ]
  • 6
  • [ 143878-29-9 ]
  • [ 179474-81-8 ]
  • 7
  • methyl 4-amino-5-chloro-2,3-dihydrobenzofuran-7-carboxylate [ No CAS ]
  • [ 179474-81-8 ]
  • 8
  • [ 123654-26-2 ]
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  • 9
  • [ 137211-63-3 ]
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  • 10
  • [ 137211-64-4 ]
  • [ 36215-07-3 ]
  • [ 179474-81-8 ]
YieldReaction ConditionsOperation 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 25-30C. The resulting mixture was heated to 90-95C and then maintained for 4-5 hours at the same temperature. The reaction mass was cooled to 25-30C, 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 90-95C and then maintained for 4-5 hours at the same temperature. After completion of reaction, the reaction mass was cooled to 25-30C, 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 25-30C, 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 20-25C. The solid separated was filtered and washed with water (50 ml x 2 times) to produce 31 g of Prucalopride monohydrate (Purity by HPLC: 97.0%).
  • 11
  • 4-acetylamino-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid sodium salt [ No CAS ]
  • [ 179474-81-8 ]
  • 12
  • [ 149466-67-1 ]
  • [ 179474-81-8 ]
  • 13
  • [ 202664-85-5 ]
  • [ 179474-81-8 ]
  • 14
  • [ 555-16-8 ]
  • [ 179474-81-8 ]
  • 15
  • [ 2403-53-4 ]
  • [ 179474-81-8 ]
  • 16
  • [ 179474-79-4 ]
  • 4-amino-5-chloro-7-aldehyde-2,3-dihydrobenzofuran [ No CAS ]
  • [ 179474-81-8 ]
YieldReaction ConditionsOperation in experiment
36.5 g With tert.-butylhydroperoxide; calcium carbonate pentahydrate; In acetonitrile; at 80℃; for 8h; Taking 4-amino-5-chloro-7-aldehyde-2,3-dihydrobenzofuran 19.7 g,1-(3-methoxypropyl)-4-piperidinamine 18.5 g, dissolved in 100 mL of acetonitrile,Add 54g of t-butyl hydroperoxide (TBHP), 20g of calcium carbonate,3g3gCuSO4·5H2O, reacted at 80 C for 8 h, after the reaction is over,Add 30 g of sodium sulfite and 100 mL of water, extract with ethyl acetate, and wash with water.The organic layer is dried over anhydrous sodium sulfate.The filtrate was filtered under reduced pressure to give a white solid (36.5 g).
  • 17
  • [ 19073-14-4 ]
  • [ 179474-81-8 ]
  • 18
  • [ 52161-21-4 ]
  • [ 179474-81-8 ]
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[ 179474-81-8 ]

Chemical Structure| 179474-85-2

A280691[ 179474-85-2 ]

4-Amino-5-chloro-N-(1-(3-methoxypropyl)piperidin-4-yl)-2,3-dihydrobenzofuran-7-carboxamide succinate

Reason: Free-salt

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