2-(((2S,3R)-3-Methyl-1-(6-methyl-3-(pyrimidin-2-yl)picolinoyl)piperidin-2-yl)methyl)isoindoline-1,3-dione → ((2S,3R)-2-(Aminomethyl)-3-methylpiperidin-1-yl)(6-methyl-3-(pyrimidin-2-yl)pyridin-2-yl)methanone

HRID 61113Notes

Reaction equation

HRID 61113 reaction equation
NC[C@@H]1[C@H](C)CCCN1C(C1C=C(C)C=CC=1C1C=NN(C)C=1)=O.[CH3:25][C@@H:26]1[CH2:31][CH2:30][CH2:29][N:28]([C:32](=[O:46])[C:33]2[C:38]([C:39]3[N:44]=[CH:43][CH:42]=[CH:41][N:40]=3)=[CH:37][CH:36]=[C:35]([CH3:45])[N:34]=2)[C@@H:27]1[CH2:47][N:48]1C(=O)C2C(=CC=CC=2)C1=O>>[NH2:48][CH2:47][C@@H:27]1[C@H:26]([CH3:25])[CH2:31][CH2:30][CH2:29][N:28]1[C:32]([C:33]1[C:38]([C:39]2[N:44]=[CH:43][CH:42]=[CH:41][N:40]=2)=[CH:37][CH:36]=[C:35]([CH3:45])[N:34]=1)=[O:46]

Participants

3

Reactant 2

HCID 1177276962-(((2S,3R)-3-Methyl-1-(6-methyl-3-(pyrimidin-2-yl)picolinoyl)piperidin-2-yl)methyl)isoindoline-1,3-dioneHCID 117728145((2S,3R)-2-(Aminomethyl)-3-methylpiperidin-1-yl)(5-methyl-2-(1-methyl-1H-pyrazol-4-yl)phenyl)methanone

Product 1

HCID 117727774((2S,3R)-2-(Aminomethyl)-3-methylpiperidin-1-yl)(6-methyl-3-(pyrimidin-2-yl)pyridin-2-yl)methanone

Procedure

The title compound was prepared following the same general protocol as described for ((2S,3R)-2-(aminomethyl)-3-methylpiperidin-1-yl)(5-methyl-2-(1-methyl-1H-pyrazol-4-yl)phenyl)methanone in Example A1, using 2-(((2S,3R)-3-methyl-1-(6-methyl-3-(pyrimidin-2-yl)picolinoyl)piperidin-2-yl)methyl)isoindoline-1,3-dione. ESI-MS (m/z): 326 [M+1]+.

Sources & evidence

ORD record
ord-5469139a098147aa9eec1f1f8ebd6fb3
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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