ChemicalBook CAS DataBase List Repaglinide

Repaglinide synthesis

6synthesis methods

Product Name:Repaglinide
CAS Number:135062-02-1
Molecular formula:C27H36N2O4
Molecular Weight:452.59

147770-06-7 Synthesis

(+)-2-Ethoxy-4-(N-3-Methyl-1(S)-(2-(1-Piperidinyl)Phenyl)-Butyl)Carbamoylmethyl)

147770-06-7
102 suppliers
$50.00/5 mg

135062-02-1
571 suppliers
$5.00/10mg

Yield:135062-02-1 96%

Reaction Conditions:

with ethanol;water;sodium hydroxideReflux;

Steps:

1.3; 2.3 The third step: hydrolysis
Add 365 g of 95% ethanol, 31.9 g of Regal's ester and 30 g of 10% sodium hydroxide aqueous solution to a 1000 ml reaction kettle in sequence, and react at reflux at elevated temperature for 3 to 4 hours; sampling reaction is controlled in the middle;After the reaction is completed, the temperature is lowered to 15-20°C, hydrochloric acid is added dropwise to adjust the pH=4.0-6.0, and the temperature is kept for 1 hour; filtered, the filtrate is barreled for ethanol recovery; the filter cake is washed with an appropriate amount of purified water and then enters the refining process.Refining: Add 65g 95% ethanol, 65g purified water, and repaglinide crude wet product to a 500ml reactor in sequence, and heat to reflux; heat filtration through a positive pressure filter, and the filtrate enters the clean area.Crystal kettle; the filtrate was cooled to 10-15°C and kept warm and stirred for 1 hour; filtered and dried to obtain 113 g of white crystalline powder repaglinide, with a molar yield of 96% and an HPLC purity of 100%.

References:

Jiangxi Learned Xinhe Pharmaceutical Co., Ltd.;Wang Jian;Zhu Xianghong;Xie Xiping;Huang Lu;Ye Gang;Liu Yi CN111635379, 2020, A Location in patent:Paragraph 0083-0086; 0094-0097

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