تفاعل #68809

معادلة التفاعل

NaOtBu

3-[4-(2-Methoxy-ethoxy)-phenoxy]-azetidine

(S)-2-acetylamino-4-methyl-thiazole-5-carboxylic acid [1-(4-bromo-phenyl)-ethyl]-amide

1,4-dioxane

→

desired product

(S)-2-Acetylamino-4-methyl-thiazole-5-carboxylic acid [1-(4-{3-[4-(2-methoxy-ethoxy)-phenoxy]-azetidin-1-yl}-phenyl)-ethyl]-amide

المذيبات

methanol

water

ظروف التفاعل

المعالجة

1. 1
   ترشيحthe mixture is filtered
2. 2
   أخرىpurified by HPLC (Zorbax, acetronitrile/H2O (+0.1% TFA))

الإجراء التجريبي

100 mg (0.39 mmol) 3-[4-(2-Methoxy-ethoxy)-phenoxy]-azetidine (IX.4), 165 mg (0.43 mmol) (S)-2-acetylamino-4-methyl-thiazole-5-carboxylic acid [1-(4-bromo-phenyl)-ethyl]-amide (I.6), 45 mg (0.06 mmol) chloro(2-dicyclohexylphosphino-2′,4′,6′-tri-iso-propyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) and 150 mg (1.56 mmol) NaOtBu are combined under an argon atmosphere and 1,4-dioxane (4.0 mL) is added. The mixture is stirred for 12 h at 45° C. Some water and methanol are added and the mixture is filtered and purified by HPLC (Zorbax, acetronitrile/H2O (+0.1% TFA)) to yield the desired product.

المصدر