Patent ID: 11939322
Assignee: CHUGAI SEIYAKU KABUSHIKI KAISHA
Field: Organic fine chemistry (Chemistry)
Classification: CPC C | IPC C

Claim 1:
2. The method according to claim 1, further comprising:
(1) Step 1a: a step of reacting a compound represented by Formula I:, wherein R1a represents a 4-(morpholin-4-yl)piperidin-1-yl group, iodo or bromo group and R2 represents an ethyl group,

in the presence of an acid to produce a compound represented by Formula II:, wherein R1a and R2 are as defined above; and R A represents a C1-C6 alkyl group;

(2) a step of reacting the compound represented by Formula II with a base and AcORB to produce a compound represented by Formula III:, wherein RB represents a C1-C6 alkyl group;

(3) a step of reacting the compound represented by Formula III with a compound represented by Formula IV and a base:, wherein X represents a leaving group,

to produce a compound represented by Formula V:, wherein R1a, R2, and RB are as defined above; and any one of following steps (4) and (5):

(4) a step of reacting the compound represented by Formula V where R1a represents a 4-(morpholin-4-yl)piperidin-1-yl group with a reducing agent to produce a compound represented by
Formula VII:, wherein R1 represents a 4-(morpholin-4-yl)piperidin-1-yl group and R2 and RB are as defined above;

(5) a step of reacting the compound represented by
Formula V where R1a represents an iodo or bromo group with a reducing agent to produce a compound represented by Formula (VI):, wherein R1a represents an iodo or bromo group, R2 and RB are as defined above, and reacting the compound represented by Formula (VI) with 4-(4-piperidinyl)morpholine in the presence of a palladium catalyst to produce a compound represented by Formula VII:, wherein R1 represents 4-(morpholin-4-yl)piperidin-1-yl group and R2 and RB are as defined above, or a pharmaceutically acceptable salt thereof, and

(6) a step of reacting the compound represented by Formula VII with an acid to produce a compound represented by Formula VIII:, wherein R1 and R2 are as defined above.