Process for the synthesis of E1 activating enzyme inhibitors

Patent metadata

Field	Value
Publication number	US-10745404-B2
Application number	US-201715713293-A
Country	US
Kind code	B2
Filing date	Sep 22, 2017
Priority date	Aug 2, 2007
Publication date	Aug 18, 2020
Grant date	Aug 18, 2020

Abstract

The present invention provides processes and synthetic intermediate (Ia) for the synthesis of 4-substituted ((1S, 2S, 4R)-2-hydroxy-4-{7H-pyrrolo[2,3-d]pyrimidin-7-yl}cyclopentyl)methyl sulfamates. These sulfamate compounds are E1 activating enzyme inhibitors, and are useful for the treatment of disorders of cell proliferation, particularly cancer, and other disorders associated with E1 activity.

First claim

What is claimed is:

1. A compound of formula (Ia):

or a salt thereof; wherein:
stereochemical configurations depicted at asterisk positions indicate absolute stereochemistry;
R a is hydrogen; or R a taken together with R j and the intervening atoms forms a cyclic diol protecting group;
R b is hydrogen;
R c is hydrogen;
R d is hydrogen;
R e is hydrogen;
R e′ is hydrogen;
each R f is independently hydrogen;
R g′ is chloro, bromo, fluoro, or iodo;
R h is hydrogen;
R h′ is hydrogen;
R j is hydrogen; or R j taken together with R a and the intervening atoms forms a cyclic diol protecting group;
R k is hydrogen.

2. The compound of claim 1 , wherein the compound is:

3. The compound of claim 1 , wherein each of R a and R j is hydrogen.

4. The compound of claim 3 , wherein R g′ is chloro, bromo, or iodo.

5. The compound of claim 4 , wherein R g′ is chloro or bromo.

6. The compound of claim 1 , wherein R g′ is chloro, bromo, fluoro, or iodo.

7. The compound of claim 6 , wherein R g′ is chloro or bromo.

Assignees

• Millennium Pharm Inc

Inventors

• ARMITAGE Ian
• Elliott Eric L
• Langston Marianne
• Langston Steven P
• Mccubbin Quentin J
• Mizutani Hiro
• Stirling Matthew
• Zhu Lei

Classifications

• Y02P20/55

  Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups · CPC title

• A61P43/00

  Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00 · CPC title

• C07D211/96

  Sulfur atom · CPC title

• C07D487/04 Primary

  Ortho-condensed systems · CPC title

• C07C317/50

  at least one of the nitrogen atoms being part of any of the groups [IMAGE cpc-sch-C07C-0976.gif], X being a hetero atom, Y being any atom · CPC title