Clopidogrel Impurity C synthesis
- Product Name:Clopidogrel Impurity C
- CAS Number:120202-69-9
- Molecular formula:C16H16ClNO2S
- Molecular Weight:321.82
![Thieno[3,2-c]pyridine-5(4H)-acetic acid, α-(2-chlorophenyl)-6,7-dihydro-, sodium salt (1:1), (αR)-](/CAS/20211123/GIF/929200-24-8.gif)
Yield:120202-69-9 51%
Reaction Conditions:
with PEG400;sodium hydrogencarbonate in water;butan-1-ol at 10 - 40; pH=~ 10; for 31 h;
Steps:
18.4
(4) Preparation of (R)-methyl-(2-chlorophenyl)-(4,5,6,7-4H-thieno[3,2,-c]pyrid-5-yl) acetate (XII) The mixture of (R)-(2-chlorophenyl)-(4, 5, 6, 7-4H-thieno [3,2,-c]pyrid-5-yl) sodium acetate (63g, 0.191mol), H2O (250mL) and PEG 400 (1.5g, as PTC) were combined and the pH value of the solution was adjusted to about 10 with NaHCO3. After cooling to about 10°C, n-butanol (200ml) was added and Me2SO4 (120g, 0.952mol) was added dropwise. The reaction was stirred at room temperature for 5 h and at 40°C for 26 h with the pH constantly keeping to about 10. After the reaction was completed, the organic layer was separated and the aqueous layer was extracted with butyl acetate for several times. The combined organic layer was washed times with water and dried. After removal of solvent under reduced pressure, oily target product was obtained (32 g, yield 51 %).
References:
EP1942110,2008,A1 Location in patent:Page/Page column 21
90055-48-4
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