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2 article(s) from Longstreet, Ashley R

Investigating the continuous synthesis of a nicotinonitrile precursor to nevirapine

Ashley R. Longstreet,
Suzanne M. Opalka,
Brian S. Campbell,
B. Frank Gupton and
D. Tyler McQuade

Beilstein J. Org. Chem. 2013, 9, 2570–2578, doi:10.3762/bjoc.9.292

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Figure 1: The estimated demand of for nevirapine until 2015 [6].

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Scheme 1: Commercial building blocks to nevirapine.

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Scheme 2: a) Current commercial process to CAPIC and b) newly developed batch synthesis to CAPIC and its brom...

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Scheme 3: Proposed synthesis to 2-bromo-4-methylnicotinonitrile using a continuous approach with the consider...

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Figure 2: a) Flow scheme to produce the enamine intermediate 5 from isopropylidenemalononitrile (4) (see Supporting Information File 1 for...

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Scheme 4: Flow scheme to produce the enamine 5 starting from acetone and malononitrile (See Supporting Information File 1 for details).

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Figure 3: Comparing the long-term stability of the Al₂O₃ and 3 Å MS columns when the Al₂O₃ column temperature...

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Scheme 5: Several byproducts were observed when producing 5 starting from acetone and malononitrile. 7 is for...

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Scheme 6: Flow scheme to produce 2-bromo-4-methylnicotinonitrile (6b) in 81% yield from 4 with a 1 M concentr...

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Scheme 7: Reactor scheme for the continuous synthesis of 2-bromo-4-methylnicotinonitrile (6b) with an average...

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Full Research Paper

Published 20 Nov 2013

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Continuous proline catalysis via leaching of solid proline

Suzanne M. Opalka,
Ashley R. Longstreet and
D. Tyler McQuade

Beilstein J. Org. Chem. 2011, 7, 1671–1679, doi:10.3762/bjoc.7.197

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Figure 1: Methods for catalyst use in flow.

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Scheme 1: Prior results for batch α-aminoxylation reaction.

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Figure 2: General reactor setup. A) A glass Omnifit column is packed with 1 g of proline. B) The column is th...

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Figure 3: Schematic of the reactor setup. As the starting aldehyde and thiourea 3b (A) enter the proline pack...

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Figure 4: The long-term stability of a proline packed bed in the α-aminoxylation reaction of hexanal. A solut...

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Scheme 2: Reaction with 3-phenylpropionaldehyde through reactor setup.
^aIsolated yield, due to the instability...

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Scheme 3: Reaction with isovaleraldehyde through reactor setup.
^aIsolated yield, due to the instability of the...

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Published 14 Dec 2011

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