2-Methylnicotinic acid → (S)-6,6-Dimethyl-4-((S)-2-[(2-methyl-pyridine-3-carbonyl)amino]propyl)-morpholine-3-carboxylic acid (6-chloro-9H-beta-carbolin-8-yl)-amide

HRID 12226Notes

Reaction equation

HRID 12226 reaction equation
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:10]=[C:11]2[C:19](=[C:20]([NH:22][C:23]([C@@H:25]3[CH2:30][O:29][C:28]([CH3:32])([CH3:31])[CH2:27][N:26]3[CH2:33][C@@H:34]([NH2:36])[CH3:35])=[O:24])[CH:21]=1)[NH:18][C:17]1[CH:16]=[N:15][CH:14]=[CH:13][C:12]2=1.[CH3:37][C:38]1[N:46]=[CH:45][CH:44]=[CH:43][C:39]=1[C:40](O)=[O:41]>>[Cl:8][C:9]1[CH:10]=[C:11]2[C:19](=[C:20]([NH:22][C:23]([C@@H:25]3[CH2:30][O:29][C:28]([CH3:31])([CH3:32])[CH2:27][N:26]3[CH2:33][C@@H:34]([NH:36][C:40]([C:39]3[C:38]([CH3:37])=[N:46][CH:45]=[CH:44][CH:43]=3)=[O:41])[CH3:35])=[O:24])[CH:21]=1)[NH:18][C:17]1[CH:16]=[N:15][CH:14]=[CH:13][C:12]2=1

Participants

3

Reactant 2

HCID 6433732-Methylnicotinic acidHCID 67165199(s)-4-((s)-2-Amino-propyl)-6,6-dimethyl-morpholine-3-carboxylic acid (6-chloro-9h-beta-carbolin-8-yl)-amide trifluoroacetate salt

Product 1

HCID 59337522(S)-6,6-Dimethyl-4-((S)-2-[(2-methyl-pyridine-3-carbonyl)amino]propyl)-morpholine-3-carboxylic acid (6-chloro-9H-beta-carbolin-8-yl)-amideYield 75%

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.

Sources & evidence

ORD record
ord-f0e5fa4ede3b47dca9055aebff913347
Source dataset
uspto-grants-2010_06
Patent number
US07727985B2

Reaction notes

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