METHYL 4-CHLORO-7H-CYCLOPENTA[C]PYRIDINE-6-CARBOXYLATE synthesis

2synthesis methods

Product Name:METHYL 4-CHLORO-7H-CYCLOPENTA[C]PYRIDINE-6-CARBOXYLATE
CAS Number:251996-85-7
Molecular formula:C9H6ClNO2S
Molecular Weight:227.67

136590-83-5
152 suppliers
$6.00/250mg

2365-48-2 Synthesis

2365-48-2
350 suppliers
$14.00/25g

METHYL 4-CHLORO-7H-CYCLOPENTA[C]PYRIDINE-6-CARBOXYLATE

251996-85-7
26 suppliers
$65.00/50mg

Yield:251996-85-7 88%

Reaction Conditions:

with caesium carbonate in N,N-dimethyl-formamide at 20; for 3 h;

Steps:

8

Methyl 4-chlorothieno[2,3-c]pyridine-2-carboxylate. 3,5-Dichloroisonicotinaldehyde (20.39 g, 115.8 mmol) obtained from Aldrich was dissolved in 250 mL DMF. To this solution was added Cs₂CO₃ (12.9 g, 121.59 mmol) and then methyl 2-mercaptoacetate (56.6 g, 173.7 mmol). The mixture was stirred at room temperature for 3 hours. After removing 200 mL DMF under a reduced pressure, the remaining residue was mixed with 100 mL water. After filtration, the filter cake was washed thoroughly with water and air dried. An off-white solid was obtained as the pure product (23.15 g, y = 88%). LCMS (API-ES) m/z (%): 228.2 (100%, M⁺+H); ¹H NMR (300 MHz, DMSO-d₆) δ ppm 3.96(s, 3H) 8.12 (s, 1H) 8.64 (s, 1H) 9.36 (s, 1H).

References:

WO2009/11871,2009,A2 Location in patent:Page/Page column 130-131

2457-47-8 Synthesis

2457-47-8
305 suppliers
$6.00/5g

251996-85-7
26 suppliers
$65.00/50mg

References