반응 #217534

반응 방정식

[(2-bromo-4-{[(3,4-dichloro-phenyl)-(4-phenyl-thiazol-2-yl)-amino]-methyl}-phenyl)-difluoro-methyl]-phosphonic acid diethyl ester

bistrimethylsilyltrifluoroacetamide

iodotrimethylsilane

→

white foam

수율 199.9%

[(2-Bromo-4-{[(3,4-dichloro-phenyl)-(4-phenyl-thiazol-2-yl)-amino]-methyl}-phenyl)-difluoro-methyl]-phosphonic acid

수율 199.9%

용매

CH2Cl2

반응 조건

후처리

1. 1
   온도is cooled to 20° C.
2. 2
   workup.STIRRINGThe resulting mixture was stirred at room temperature for 1.5 hours
3. 3
   농축after which it was concentrated in vacuo
4. 4
   workup.STIRRINGThe resulting material was stirred in CH3CN (4 mL)
5. 5
   workup.WAITH2O (0.5 mL), and TFA (0.5 mL) for 0.5 hours
6. 6
   농축after which it was concentrated in vacuo
7. 7
   기타partitioned between ethyl acetate and acidic Na2S2O4
8. 8
   건조The organic layer was dried over MgSO4
9. 9
   농축concentrated in vacuo

실험 절차

To [(2-bromo-4-{[(3,4-dichloro-phenyl)-(4-phenyl-thiazol-2-yl)-amino]-methyl}-phenyl)-difluoro-methyl]-phosphonic acid diethyl ester (0.176 g, 0.25 mmol) in CH2Cl2 (3 mL) was added bistrimethylsilyltrifluoroacetamide (0.66 g, 2.59 mmol) and reaction mixture was stirred at room temperature for 1 h after which the reaction mixture is cooled to 20° C. and iodotrimethylsilane (0.51 g, 2.59 mmol) is added drop wise. The resulting mixture was stirred at room temperature for 1.5 hours, after which it was concentrated in vacuo. The resulting material was stirred in CH3CN (4 mL), H2O (0.5 mL), and TFA (0.5 mL) for 0.5 hours, after which it was concentrated in vacuo and partitioned between ethyl acetate and acidic Na2S2O4. The organic layer was dried over MgSO4 and concentrated in vacuo to yield 0.31 g (99%) of a white foam; 1H NMR (300 MHz, DMSO-d6) δ 7.99-7.28 (m, 12 H), 5.33 (s, 2 H); LCMS m/z 619 [M−]

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