Array Biopharma Inc.

Astrazeneca Ab

Astrazeneca Sb

Matthew Charles Evans

James Gair Ford

John A DeMattei

Sagar Raj Shakya

Bruno P Hache

John Leonard

Anthony D Piscopio

Koen Peeters

Simon Mark Pointon

Timothy John Lilley

Paul Nichols

George Joseph Sependa

John Crosby

Martin Francis Jones

Euan Alexander Arnott

Kevin William Leslie

Ian Michael McFarlane

Bradley R Barnett

John Demattei

Sagar Shakya

Provided are processes for the preparation of benzimidazole structures having Formula VIIIb-1: and salts and solvates thereof, wherein Z, X, R, Rand Rare as defined herein. Compounds of Formula VIIIb-1 are useful for the preparation of benzimidazole derivatives.

Processes for preparing benzimidazole compounds

Provided are compounds having Formula VIIIa-1: wherein Z, X, R, Rand Rare as defined herein. Compounds of Formula VIIIa-1 can be used to prepare heterocyclic derivatives such as benzimidazole derivatives.

Benzimidazole compounds

Provided are methods for the synthesis of heterocyclic compounds such as benzimidazole carboxylic acid core structures having Formula Ib-1: wherein Z, X, X, X, Rand Rare as defined herein. Compounds of Formula Ib-1 can be used to prepare heterocyclic derivatives such as benzimidazole derivatives.

Process for preparing benzimidazole compounds

Provided are methods for the synthesis of heterocyclic compounds such as benzimidazole carboxylic acid core structures having Formula Ia-2 and their synthetic intermediates: wherein X, X, X, R, Rand Rare as defined herein. Compounds of Formula Ia-2 and their synthetic intermediates can be used to prepare heterocyclic derivatives such as benzimidazole derivatives. 

SNAR process for preparing benzimidazole compounds

Provided are methods for the synthesis of heterocyclic compounds such as benzimidazole carboxylic acid core structures having Formula Ia-1 and their synthetic intermediates: wherein Z, X, X, X, Rand Rare as defined herein. Compounds of Formula Ia-1 and their synthetic intermediates can be used to prepare heterocyclic derivatives such as benzimidazole derivatives. 

The present invention relates to chemical processes for the manufacture of certain quinazoline derivatives, or pharmaceutically acceptable salts thereof. The invention also relates to processes for the manufacture of certain intermediates useful in the manufacture of the quinazoline derivatives and to processes for the manufacture of the quinazoline derivatives utilising said intermediates. In particular, the present invention relates to chemical processes and intermediates useful in the manufacture of the compound 4-[(4-fluoro-2-methy-1-1H-indol-5-yl)oxy]-6-methoxy-7-[3-(pyrrolidin-1-yl)propoxy]quinazoline starting from a compound of Formula IX: wherein Ris a protecting group; or an intermediate there between, using process steps, reagents and conditions as described.

Chemical process

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Macclesfield, United Kingdom

Matthew Charles Evans