6-[(S)-1-(Tetrahydrofuran-2-yl)methoxy]isochroman-1-one → 2-{3-Fluoro-4-[(R)-3-(4-hydroxy-4-methyl-piperidin-1-yl)-pyrrolidin-1-yl]-phenyl}-6-[(S)-1-(tetrahydro-furan-2-yl)methoxy]-3,4-dihydro-2H-isoquinolin-1-one

HRID 69511Notes

Reaction equation

HRID 69511 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:12][CH2:11][C@@H:10]([N:13]3[CH2:18][CH2:17][C:16]([CH3:20])([OH:19])[CH2:15][CH2:14]3)[CH2:9]2)=[C:4]([F:21])[CH:3]=1.[O:22]1[CH2:26][CH2:25][CH2:24][C@H:23]1[CH2:27][O:28][C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)[C:35](=O)[O:34][CH2:33][CH2:32]2>>[F:21][C:4]1[CH:3]=[C:2]([N:1]2[CH2:33][CH2:32][C:31]3[C:36](=[CH:37][CH:38]=[C:29]([O:28][CH2:27][C@@H:23]4[CH2:24][CH2:25][CH2:26][O:22]4)[CH:30]=3)[C:35]2=[O:34])[CH:7]=[CH:6][C:5]=1[N:8]1[CH2:12][CH2:11][C@@H:10]([N:13]2[CH2:14][CH2:15][C:16]([OH:19])([CH3:20])[CH2:17][CH2:18]2)[CH2:9]1

Participants

3

Reactant 2

HCID 666799246-[(S)-1-(Tetrahydrofuran-2-yl)methoxy]isochroman-1-oneHCID 689906391-[(R)-1-(4-Amino-2-fluoro-phenyl)-pyrrolidin-3-yl]-4-methyl-piperidin-4-ol

Product 1

HCID 579168912-{3-Fluoro-4-[(R)-3-(4-hydroxy-4-methyl-piperidin-1-yl)-pyrrolidin-1-yl]-phenyl}-6-[(S)-1-(tetrahydro-furan-2-yl)methoxy]-3,4-dihydro-2H-isoquinolin-1-one

Procedure

1-[(R)-1-(4-Amino-2-fluoro-phenyl)-pyrrolidin-3-yl]-4-methyl-piperidin-4-ol was reacted with 6-[(S)-1-(Tetrahydro-furan-2-yl)methoxy]-isochroman-1-one by method AC. The product with the molecular weight of 523.65 (C30H38FN3O4) was obtained in this way; MS (ESI): 524 (M+H+).

Workup

  1. customThe product with the molecular weight of 523.65 (C30H38FN3O4) was obtained in this way

Sources & evidence

ORD record
ord-5f86081235cc4d8ba012c513812c2ded
Source dataset
uspto-grants-2014_09
Patent number
US08822495B2

Reaction notes

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