Efficient Preparation of ((3‐Chloro‐2‐fluoro‐phenyl)‐[7‐methoxy‐8‐(3‐morpholin‐4‐yl‐propoxy)‐10,11‐dihydro‐5‐oxa‐2,4,11‐triaza‐dibenzo(a,d)cyclohepten‐1‐yl]‐amine) for In‐Vivo Study

Hu Liu Department of Chemistry, ImClone Systems Incorporated, Brooklyn, New York, USACorrespondence[email protected]

Leon M. Smith II Department of Chemistry, ImClone Systems Incorporated, Brooklyn, New York, USA

Yunyu Mao Department of Chemistry, ImClone Systems Incorporated, Brooklyn, New York, USA

Weitao Pan Department of Chemistry, ImClone Systems Incorporated, Brooklyn, New York, USA

Yong‐Jiang Xu Department of Chemistry, ImClone Systems Incorporated, Brooklyn, New York, USA

Sabina Burdzovic‐Wizeman Department of Chemistry, ImClone Systems Incorporated, Brooklyn, New York, USA

Matthew A. J. Duncton Department of Chemistry, ImClone Systems Incorporated, Brooklyn, New York, USA

Wai C. Wong Department of Chemistry, ImClone Systems Incorporated, Brooklyn, New York, USA

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Abstract

An improved route for the preparation of highly functionalized 5,6‐dihydro‐pyrimido[4,5‐b][1,4]oxazepine 1a in multigram quantities was developed. This new methodology was highlighted by the proper methoxy disposition via a regioselective methylation of 2,4,5‐trihydroxy‐benzaldehyde followed by a magnesium sulfate–promoted cyclization.

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Efficient Preparation of ((3‐Chloro‐2‐fluoro‐phenyl)‐[7‐methoxy‐8‐(3‐morpholin‐4‐yl‐propoxy)‐10,11‐dihydro‐5‐oxa‐2,4,11‐triaza‐dibenzo(a,d)cyclohepten‐1‐yl]‐amine) for In‐Vivo Study

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Efficient Preparation of ((3‐Chloro‐2‐fluoro‐phenyl)‐[7‐methoxy‐8‐(3‐morpholin‐4‐yl‐propoxy)‐10,11‐dihydro‐5‐oxa‐2,4,11‐triaza‐dibenzo(a,d)cyclohepten‐1‐yl]‐amine) for In‐Vivo Study

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