((3R*,4R*)-4-methoxy-pyrrolidin-3yl)-dimethylamine → 2-[4-((3R*,4R*)-3-Dimethylamino-4-methoxy-pyrrolidin-1-yl)-3-fluorophenyl]-6-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-2H-isoquinolin-1-one

HRID 69495Notes

Reaction equation

HRID 69495 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][O:28][C@@H:29]1[CH2:33][NH:32][CH2:31][C@H:30]1[N:34]([CH3:36])[CH3:35]>>[CH3:35][N:34]([CH3:36])[C@H:30]1[C@H:29]([O:28][CH3:27])[CH2:33][N:32]([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])[CH2:31]1

Participants

3

Reactant 2

HCID 68689751((3R*,4R*)-4-methoxy-pyrrolidin-3yl)-dimethylamineHCID 689912162-(4-Bromo-3-fluorophenyl)-6-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-2H-isoquinolin-1-one

Product 1

HCID 579168662-[4-((3R*,4R*)-3-Dimethylamino-4-methoxy-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 ((3R*,4R*)-4-methoxy-pyrrolidin-3yl)-dimethylamine were reacted according to Method R1. In this way the product was obtained with molecular weight 481.57 (C27H32FN3O4); MS (ESI): 482 (M+H+).

Workup

  1. customIn this way the product was obtained with molecular weight 481.57 (C27H32FN3O4)

Sources & evidence

ORD record
ord-32315e8970054af489e0dc5e5eff74f6
Source dataset
uspto-grants-2014_09
Patent number
US08822495B2

Reaction notes

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