Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | 5-[(2-Oxo-1,2-dihydroquinolin-6-yl)oxy]pentanoic acid | HCID 13112610 | — |
| Reactant | HCID 20081645 | HCID 20081645 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 14747672 | HCID 14747672 | — |
Reaction Steps
2.00 Grams of 6-(4-carboxybutoxy)carbostyril is suspended in 60 ml of chloroform. Thereto is added 1.40 g of DBu. The mixture is stirred for 30 minutes at room temperature. 1.05 g of isobutyl chloroformate is added with ice cooling. Then, there is dropwise added at room temperature 1.61 g of N-(cyclohexylmethyl)-N-[2-(1-pyrrolidinyl)ethyl]amine. The mixture is stirred for 3 hours at room temperature. Then, a 0.5N aqueous sodium hydroxide solution is added, and the mixture is stirred for 10 minutes. Extraction with chloroform is effected. The extract is washed with water and dried with anhydrous magnesium sulfate. The solvent is removed by evaporation. The resulting residue is purified by a silica gel column chromatography (chloroform:methanol=20:1) and recrystallized from diethyl ether to obtain 1.00 g of 6-[4-{N-cyclohexylmethyl-N-[2-(1-pyrrolidinyl)ethyl]aminocarbonyl}butoxy]carbostyril.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05401740 |
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| Source dataset | uspto-grants-1995_03 |
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| ORD ID | ord-37e800b34ed741a0a18b41f5bf34802d |
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| Source note | uspto-grants-1995_03 |
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