반응 #1908191

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2-(3-cyano-4-isopropylthiophenyl)-5-(4-bromo-2-methyphenyl)-1,3,4-thiadiazole

2-(3-Cyano-4-isopropylthiophenyl)-5-(4-bromo-2-methyphenyl)-1,3,4-thiadiazole

3-ethoxy-3-oxopropylzinc bromide

→

desired product

Ethyl 3-(4-(5-(3-cyano-4-isopropylthiophenyl)-1,3,4-thiadiazol-3-yl)-3-methylphenyl)propanoate

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후처리

1. 1
   기타had been degassed with argon
2. 2
   농축was concentrated in vacuo
3. 3
   세척Silica gel chromatography eluting with 20% EtOAc/hexane

실험 절차

Bis(tri-tert-butylphosphine)palladium (0) (5 mg) was added to a solution of 2-(3-cyano-4-isopropylthiophenyl)-5-(4-bromo-2-methyphenyl)-1,3,4-thiadiazole (0.15 mmol, 0.066 g, from Step C) in 3-ethoxy-3-oxopropylzinc bromide (0.5M in TI-IF) (0.31 mmol, 0.61 mL) which had been degassed with argon. The reaction mixture was stirred under an atmosphere of argon at rt for 5 h after which it was concentrated in vacuo. Silica gel chromatography eluting with 20% EtOAc/hexane yielded the desired product. ESI-MS (m/z) 452.3; HPLC A: 2.85 min.

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