Reaction #43151

ord-77af6dfac59f4a4e8abc0c3fb9606152

Reaction equation

CC(C)(C)OC(=O)N1CCC(NCc2cccc(-c3ccnc(Cl)n3)c2)CC1
Intermediate 29
CC(C)(C)OC(=O)N1CCC(NCc2cccc(-c3ccnc(Cl)n3)c2)CC1
4-[3-(2-Chloro-pyrimidin-4-yl)-benzylamino]-piperidine-1-carboxylic acid tert-butyl ester
CCC=O
propionaldehyde
→
CCCN(Cc1cccc(-c2ccnc(Cl)n2)c1)C1CCN(C(=O)OC(C)(C)C)CC1
4-{[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-propyl-amino}-piperidine-1-carboxylic acid tert-butyl ester

Reactants

CC(C)(C)OC(=O)N1CCC(NCc2cccc(-c3ccnc(Cl)n3)c2)CC1
Intermediate 29
CC(C)(C)OC(=O)N1CCC(NCc2cccc(-c3ccnc(Cl)n3)c2)CC1
4-[3-(2-Chloro-pyrimidin-4-yl)-benzylamino]-piperidine-1-carboxylic acid tert-butyl ester
CCC=O
propionaldehyde
—
445

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Intermediate 29 was coupled with propionaldehyde following procedure E. LC-MS showed the product had the expected M+H+ of 445.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07732444B2uspto-grants-2010_06