N-(1-(2,5-Dimethoxyphenyl)propan-2-yl)-2,2,2-trifluoroacetamide

Query Query

Results

Date

2 reactions in Reaxys

2018-07-05 22h:29m:13s (UTC)

O

1. Query

O

NH

F

O

F F

Search as: Product, As drawn, No mixtures ))

Copyright © 2018 Elsevier Life Sciences IP Limited except certain content provided by third parties. Reaxys is a trademark of Elsevier Life Sciences IP Limited.

1/2

2018-07-05 22:37:26

O

O F

F

H 2N O

O

F F

O

O

NH

F

O

F

F

O

F F

Rx-ID: 3770505 View in Reaxys 1/2 Yield

Conditions & References

74 %

Time= 2h, Ambient temperature Seggel; Yousif; Lyon; Titeler; Roth; Suba; Glennon; Journal of Medicinal Chemistry; vol. 33; nb. 3; (1990); p. 1032 - 1036 View in Reaxys

74 %

Glennon, Richard A.; Seggel, Mark R.; Soine, William H.; Herrick-Davis, Katherine; Lyon, Robert A.; Titeler, Milt; Journal of Medicinal Chemistry; vol. 31; nb. 1; (1988); p. 5 - 7 View in Reaxys

F F O

F

F

O

F

H N

O

HN

F

O

O O

O

Rx-ID: 25847551 View in Reaxys 2/2 Yield

Conditions & References 1 :N-[(R)-2-(2,5-Dimethoxy-phenyl)-1-methyl-2-oxo-ethyl]-2,2,2-trifluoro-acetamide was dissolved in 50 mL of trifluoracetic acid at room temperature, and triethylsilane (18.3 g, 0.16 mol) was added dropwise.

The reaction mixture was warmed at reflux for 4 h, at which time TLC showed all starting material was consumed.

The reaction mixture was then allowed to cool to room temperature and poured into cold water.

The titled compound precipitated and was collected by filtration. 1H NMR (DMSO, d6): δ ppm 1.25 (d, 3H), 2.82 (dd, 2H), 3.76 (s, 3H), 3.82 (s, 3H), 4.14 (m, 1H), 6.69-6.83 (m, 3H), 7.45 (bm, 1H). LCMS (+APCI) m/z 292 (M+H) and 309 (M+NH4 +) With triethylsilane in trifluoroacetic acid, Time= 4h, T= 20 °C , Heating / reflux Patent; Alcon, Inc.; US2007/72920; (2007); (A1) English View in Reaxys

Copyright © 2018 Elsevier Life Sciences IP Limited except certain content provided by third parties. Reaxys is a trademark of Elsevier Life Sciences IP Limited.

2/2

2018-07-05 22:37:26