Alternatived Products of [ 76252-06-7 ]
Product Details of [ 76252-06-7 ]
| CAS No. : | 76252-06-7 |
MDL No. : | MFCD00865522 |
| Formula : |
C21H27N3O3
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | AUIHHZBJBKRDIE-UHFFFAOYSA-N |
| M.W : |
369.46
|
Pubchem ID : | 71147 |
| Synonyms : |
RU-42924
|
Chemical Name : | (8-(2-Hydroxy-3-(isopropylamino)propoxy)-3,4-dihydroquinolin-1(2H)-yl)(pyridin-3-yl)methanone |
Application In Synthesis of [ 76252-06-7 ]
* 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 [ 76252-06-7 ]
| Yield | Reaction Conditions | Operation in experiment |
|
|
Yield: 76% of theory. In order to obtain the free base, the naphthalene-disulfonate is dissolved in water, the aqueous solution is brought to pH 10.5 with dilute sodium hydroxide solution and the mixture is extracted twice with ethyl acetate. The ethyl acetate extracts are then concentrated under a waterpump vacuum, and the residue is recrystallized from ethyl acetate. 1-Nicotinoyl-8-[(3-isopropylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydroquinoline is thus obtained as the free base. Melting point: 122 C. Analysis: (C21 H27 N3 O3) calculated: C 68.3 H 7.3 N 11.4 O 13.0 found: 68.2 7.5 11.4 12.9 |
- 3
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1-nicotinoyl-8-hydroxy-1,2,3,4-tetrahydroquinoline
[ No CAS ]
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[ 865-47-4 ]
-
[ 106-89-8 ]
-
[ 76252-06-7 ]
| Yield | Reaction Conditions | Operation in experiment |
|
In N-methyl-acetamide; water; toluene; |
The 1-nicotinoyl-3-[(2,3-epoxyprop-1-oxy]-1,2,3,4-tetrahydroquinoline used as the starting material is prepared as follows: 40 g of 1-nicotinoyl-8-hydroxy-1,2,3,4-tetrahydroquinoline STR9 are dissolved in 300 ml of dimethylformamide and 21 g of potassium tert.-butylate are then added at 5 C., while stirring. The mixture is stirred at 5 C. for 20 minutes, 66 g of epichlorohydrin are then added dropwise at this temperature, while stirring, and the mixture is then allowed to warm to room temperature and is subsequently stirred for 20 hours. Thereafter, the mixture is concentrated under a waterpump vacuum. The oil which remains is dissolved in water/toluene; the toluene phase is separated off, washed twice with dilute aqueous sodium hydroxide solution and once with water, dried and concentrated under a waterpump vacuum. A solid residue, which can be reacted directly with isopropylamine to give 1-nicotinoyl-8-[(3-isopropylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydroquinoline, remains. The 1-nicotinoyl-8-hydroxy-1,2,3,4-tetrahydroquinoline used as the starting material is obtained in the customary manner by reacting 8-hydroxy-1,2,3,4-tetrahydroquinoline with nicotinic acid chloride hydrochloride in toluene at room temperature in the presence of triethylamine. (Melting point: 122 C.). |
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