Organic Chemistry of Drug Synthesis. Volume 7

200

O=HC

OCH 2 C 6 H 5

+

F

H 2 N

201

OCH 2 C 6 H 5

F

N

202

OCH 2 C 6 H 5

F

N

CH 3 O 2 C

COCl

CH 3 O 2 C

203

204

O

Bu 3 N

C=O

CH 3 O 2 C

1. LiOH


2. MgBr
   F
   ZnCl 2

OCH 2 C 6 H 5

F

N

205

O

O

F

BH 3

OCH 2 C 6 H 5

F

N

O

OH

F

H 2

Pd/C

OH

F

N

O

OH

F

206 207

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5. P.V. Devasthale et al.,J. Med. Chem. 48 , 2248 (2005).


6. Anon U.S. Application 1992-903691.


7. L.M. Coussens, B. Fingleton, L.M. Matrisian,Science 295 , 2387 (2002).


8. H.C.E. Kluender et al., U.S. Patent 5,789,434 (1998).


9. J.S. Sawyer et al.,J. Med. Chem. 38 , 4411 (1995).


10. K.H. Donaldson, B.G. Shearer, D.E. Uehling, U.S. Patent 6,251,925 (2001).


11. J. Malm,Curr. Pharm. Design 10 , 3525 (2004).


12. N. Yokoyama et al.,J. Med. Chem. 38 , 695 (1995).


13. K.S. Atwal, U.S. Patent 6,013,668 (2000).


14. R.L. Cournoyer, P.F. Keitz, C. O’Yang, D.M. Yasuda, U.S. Patent 6,057,349
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REFERENCES 67