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

HRID 61182Notes

Reaction equation

HRID 61182 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[C:27]([C:53]2[N:58]=[CH:57][CH:56]=[CH:55][N:54]=2)=[C:28]([CH:50]=[CH:51][CH:52]=1)[C:29]([N:31]1[CH2:36][CH2:35][CH2:34][C@@H:33]([CH3:37])[C@H:32]1[CH2:38][N:39]1C(=O)C2C(=CC=CC=2)C1=O)=[O:30]>>[NH2:39][CH2:38][C@@H:32]1[C@H:33]([CH3:37])[CH2:34][CH2:35][CH2:36][N:31]1[C:29]([C:28]1[CH:50]=[CH:51][CH:52]=[C:26]([F:25])[C:27]=1[C:53]1[N:54]=[CH:55][CH:56]=[CH:57][N:58]=1)=[O:30]

Participants

3

Reactant 2

HCID 1177279782-(((2S,3R)-1-(3-Fluoro-2-(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 117728200((2S,3R)-2-(aminomethyl)-3-methylpiperidin-1-yl)(3-fluoro-2-(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-(3-fluoro-2-(pyrimidin-2-yl)benzoyl)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione. MS (ESI) 329 (M+H).

Sources & evidence

ORD record
ord-dcf296d6912c42dc96489d2281ccb3d9
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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