2-(((2S,3R)-1-(2-Fluoro-6-(pyrimidin-2-yl)benzoyl)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione → ((2S,3R)-2-(Aminomethyl)-3-methylpiperidin-1-yl)(2-fluoro-6-(pyrimidin-2-yl)phenyl)methanone

HRID 61196Notes

Reaction equation

HRID 61196 reaction equation
NC[C@@H]1[C@H](C)CCCN1C(C1C=C(C)C=CC=1C1C=NN(C)C=1)=O.[F:25][C:26]1[CH:52]=[CH:51][CH:50]=[C:49]([C:53]2[N:58]=[CH:57][CH:56]=[CH:55][N:54]=2)[C:27]=1[C:28]([N:30]1[CH2:35][CH2:34][CH2:33][C@@H:32]([CH3:36])[C@H:31]1[CH2:37][N:38]1C(=O)C2C(=CC=CC=2)C1=O)=[O:29]>>[NH2:38][CH2:37][C@@H:31]1[C@H:32]([CH3:36])[CH2:33][CH2:34][CH2:35][N:30]1[C:28]([C:27]1[C:49]([C:53]2[N:58]=[CH:57][CH:56]=[CH:55][N:54]=2)=[CH:50][CH:51]=[CH:52][C:26]=1[F:25])=[O:29]

Participants

3

Reactant 2

HCID 1177278022-(((2S,3R)-1-(2-Fluoro-6-(pyrimidin-2-yl)benzoyl)-3-methylpiperidin-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 117727763((2S,3R)-2-(Aminomethyl)-3-methylpiperidin-1-yl)(2-fluoro-6-(pyrimidin-2-yl)phenyl)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)-1-(2-fluoro-6-(pyrimidin-2-yl)benzoyl)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione. MS (ESI) 329 (M+H).

Sources & evidence

ORD record
ord-5eafedab298b49ca99db073a45558913
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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