2-Iodobenzoic acid → ((2S,3R)-3-Methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)(2-(pyrimidin-2-yl)phenyl)methanone

HRID 61249

Reaction equation

HRID 61249 reaction equation
IC1C=CC=CC=1C(O)=O.[NH2:11][CH2:12][C@@H:13]1[C@H:18]([CH3:19])[CH2:17][CH2:16][CH2:15][N:14]1[C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[C:28]1[N:33]=[CH:32][CH:31]=[CH:30][N:29]=1)=[O:21].F[C:35]1[CH:40]=[CH:39][C:38]([C:41]([F:44])([F:43])[F:42])=[CH:37][N:36]=1>>[CH3:19][C@@H:18]1[CH2:17][CH2:16][CH2:15][N:14]([C:20]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[C:28]2[N:29]=[CH:30][CH:31]=[CH:32][N:33]=2)=[O:21])[C@@H:13]1[CH2:12][NH:11][C:35]1[CH:40]=[CH:39][C:38]([C:41]([F:44])([F:43])[F:42])=[CH:37][N:36]=1

Participants

4

Reactant 3

HCID 69412-Iodobenzoic acidHCID 54637542-Fluoro-5-(trifluoromethyl)pyridineHCID 117727638((2S,3R)-2-(aminomethyl)-3-methylpiperidin-1-yl)(2-(pyrimidin-2-yl)phenyl)methanone

Product 1

HCID 117728095((2S,3R)-3-Methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)(2-(pyrimidin-2-yl)phenyl)methanone

Procedure

The title compound was prepared following the same general protocol as described for Example A230 using 2-iodobenzoic acid to make ((2S,3R)-2-(aminomethyl)-3-methylpiperidin-1-yl)(2-(pyrimidin-2-yl)phenyl)methanone and 2-fluoro-5-(trifluoromethyl)pyridine. ESI-MS (m/z): 456 [M+1]+. 1H NMR (500 MHz, DMSO-d6) δ 8.90-6.60 (m, 11H), 4.85-2.85 (m, 5H), 2.00-0.65 (m, 8H).

Sources & evidence

ORD record
ord-aebaa0ecbad34583aab7a1654e074d21
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Linked notes

Loading…