Reaction #40504

ord-f0e5fa4ede3b47dca9055aebff913347

Reaction equation

C[C@H](N)CN1CC(C)(C)OC[C@H]1C(=O)Nc1cc(Cl)cc2c1[nH]c1cnccc12.O=C(O)C(F)(F)F
(S)-4-((S)-2-Amino-propyl)-6,6-dimethyl-morpholine-3-carboxylic acid (6-chloro-9H-beta-carbolin-8-yl)-amide trifluoroacetate salt
Cc1ncccc1C(=O)O
2-methyl-nicotinic acid
→
Cc1ncccc1C(=O)N[C@@H](C)CN1CC(C)(C)OC[C@H]1C(=O)Nc1cc(Cl)cc2c1[nH]c1cnccc12
desired compound
Yield 75.0%
Cc1ncccc1C(=O)N[C@@H](C)CN1CC(C)(C)OC[C@H]1C(=O)Nc1cc(Cl)cc2c1[nH]c1cnccc12
(S)-6,6-Dimethyl-4-{(S)-2-[(2-methyl-pyridine-3carbonyl)amino]propyl}-morpholine-3-carboxylic acid (6-chloro-9H-beta-carbolin-8-yl)-amide
Yield 75.0%

Reactants

C[C@H](N)CN1CC(C)(C)OC[C@H]1C(=O)Nc1cc(Cl)cc2c1[nH]c1cnccc12.O=C(O)C(F)(F)F
(S)-4-((S)-2-Amino-propyl)-6,6-dimethyl-morpholine-3-carboxylic acid (6-chloro-9H-beta-carbolin-8-yl)-amide trifluoroacetate salt
Cc1ncccc1C(=O)O
2-methyl-nicotinic acid

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The desired compound was prepared according to Method E from (S)-4-((S)-2-Amino-propyl)-6,6-dimethyl-morpholine-3-carboxylic acid (6-chloro-9H-beta-carbolin-8-yl)-amide trifluoroacetate salt and 2-methyl-nicotinic acid in 75% yield.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07727985B2uspto-grants-2010_06