N,N,3-trimethylpyrrolidin-3-amine → 2-[4-(3-Dimethylamino-3-methyl-pyrrolidin-1-yl)-3-fluorophenyl]-6-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-2H-isoquinolin-1-one

HRID 69496Notes

Reaction equation

HRID 69496 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([O:18][CH2:19][C@H:20]4[CH2:24][CH2:23][CH2:22][O:21]4)[CH:14]=3)[C:9]2=[O:25])=[CH:4][C:3]=1[F:26].[CH3:27][N:28]([CH3:35])[C:29]1([CH3:34])[CH2:33][CH2:32][NH:31][CH2:30]1>>[CH3:27][N:28]([CH3:35])[C:29]1([CH3:34])[CH2:33][CH2:32][N:31]([C:2]2[CH:7]=[CH:6][C:5]([N:8]3[CH:17]=[CH:16][C:15]4[C:10](=[CH:11][CH:12]=[C:13]([O:18][CH2:19][C@H:20]5[CH2:24][CH2:23][CH2:22][O:21]5)[CH:14]=4)[C:9]3=[O:25])=[CH:4][C:3]=2[F:26])[CH2:30]1

Participants

3

Reactant 2

HCID 45489883N,N,3-trimethylpyrrolidin-3-amineHCID 689912162-(4-Bromo-3-fluorophenyl)-6-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-2H-isoquinolin-1-one

Product 1

HCID 579166332-[4-(3-Dimethylamino-3-methyl-pyrrolidin-1-yl)-3-fluorophenyl]-6-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-2H-isoquinolin-1-one

Procedure

2-(4-Bromo-3-fluorophenyl)-6-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-2H-isoquinolin-1-one and dimethyl-(3-methyl-pyrrolidin-3-yl)-amine were reacted according to Method R1. In this way the product was obtained with molecular weight 465.57 (C27H32FN3O3); MS (ESI): 466 (M+H+).

Workup

  1. customIn this way the product was obtained with molecular weight 465.57 (C27H32FN3O3)

Sources & evidence

ORD record
ord-81746f0d5eb84210808a90111691f95d
Source dataset
uspto-grants-2014_09
Patent number
US08822495B2

Reaction notes

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