IP Library Granted Patent US 7,678,942
Granted Patent B2
US 7,678,942 · App. 11/682,630 · Granted Mar 16, 2010

Process for preparation of diphosphine compounds and intermediates for the process

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Quick Facts
Patent No.
US 7,678,942
App. No.
11/682,630
Granted
Mar 16, 2010
Kind
B2
Abstract

A production method of a compound represented by the formula wherein R 1a , R 1b , R 1c , R 1d , R 1e , R 1f , R 2a , R 2b , R 2c , R 2d , R 2e and R 2f are the same or different and each is a hydrogen atom and the like, and R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and R 10 are the same or different and each is a hydrogen atom and the like, or a salt thereof, which comprises reacting a compound represented by the formula wherein X is a leaving group and other symbols are as defined above, or a salt thereof, with a phosphine-borane complex represented by the formula wherein the symbols are as defined above, or a salt thereof, in a solvent in the presence of an amine and a nickel catalyst, is provided.

Claims (18)

1. A phosphine-borane complex represented by the formula

wherein R 3′ , R 5′ , R 6′ and R 8′ are each a lower alkyl group, and R 4′ and R 7′ are each a hydrogen atom, or a salt thereof.

2. A phosphine-borane complex represented by the formula

wherein R 3′ , R 5′ , R 6′ and R 8′ are each a lower alkyl group, and R 4′ and R 7′ are each a lower alkoxy group, or a salt thereof.

3. A phosphine-borane complex represented by the formula

wherein R 5′ and R 6′ are each a hydrogen atom, and R 3′ and R 4′ , and R 7′ and R 8′ each form a methylenedioxy group, or a salt thereof.

4. A method of producing a phosphine-borane complex represented by the formula

wherein R 3′ , R 5′ , R 6′ and R 8′ are each a lower alkyl group, and R 4′ and R 7′ are each a hydrogen atom, or a salt thereof,

said method comprising reducing a compound represented by the formula

wherein R 3′ , R 4′ , R 5′ , R 6′ , R 7′ and R 8′ are as defined above, or a salt thereof, with lithium aluminum hydride in the presence of cerium chloride and sodium borohydride.

5. A method of producing a phosphine-borane complex represented by the formula

wherein R 3′ , R 5′ , R 6′ and R 8′ are each a lower alkyl group, and R 4′ and R 7′ are each a lower alkoxy group, or a salt thereof,

said method comprising reducing a compound represented by the formula

wherein R 3′ , R 4′ , R 5′ , R 6′ , R 7′ and R 8′ are as defined above, or a salt thereof, with lithium aluminum hydride in the presence of cerium chloride and sodium borohydride.

6. A method of producing a phosphine-borane complex represented by the formula

wherein R 5′ and R 6′ are each a hydrogen atom, and R 3′ and R 4′ , and R 7′ and R 8′ each form a methylenedioxy group, or a salt thereof,

said method comprising reducing a compound represented by the formula

wherein R 3′ , R 4′ , R 5′ , R 6′ , R 7′ and R 8′ are as defined above, or a salt thereof, with lithium aluminum hydride in the presence of cerium chloride and sodium borohydride.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 9, 2018
From: TAKEDA PHARMACEUTICAL COMPANY LIMITED
To: SPERA PHARMA, INC.
Reel/Frame 046293/0489 →