Cesium fluoride → 2-((R)-4-[1,3']Bipyrrolidinyl-1'-yl-3-fluorophenyl)-6-((3R*,4R*)-4-hydroxy-tetrahydro-pyran-3-yloxy)-2H-isoquinolin-1-one

HRID 69458Notes

Reaction equation

HRID 69458 reaction equation
[N:1]1([C@@H:6]2[CH2:10][CH2:9][N:8]([C:11]3[CH:16]=[CH:15][C:14]([N:17]4[CH:26]=[CH:25][C:24]5[C:19](=[CH:20][CH:21]=[C:22]([OH:27])[CH:23]=5)[C:18]4=[O:28])=[CH:13][C:12]=3[F:29])[CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[F-].[Cs+].[CH:32]12[O:38][CH:37]1[CH2:36][CH2:35][O:34][CH2:33]2>>[N:1]1([C@@H:6]2[CH2:10][CH2:9][N:8]([C:11]3[CH:16]=[CH:15][C:14]([N:17]4[CH:26]=[CH:25][C:24]5[C:19](=[CH:20][CH:21]=[C:22]([O:27][C@H:32]6[C@H:37]([OH:38])[CH2:36][CH2:35][O:34][CH2:33]6)[CH:23]=5)[C:18]4=[O:28])=[CH:13][C:12]=3[F:29])[CH2:7]2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 3

HCID 25953Cesium fluorideHCID 120221313,7-Dioxabicyclo(4.1.0)heptaneHCID 689893502-((R)-4-[1,3']Bipyrrolidinyl-1'-yl-3-fluoro-phenyl)-6-hydroxy-2H-isoquinolin-1-one

Product 1

HCID 579167432-((R)-4-[1,3']Bipyrrolidinyl-1'-yl-3-fluorophenyl)-6-((3R*,4R*)-4-hydroxy-tetrahydro-pyran-3-yloxy)-2H-isoquinolin-1-one

Procedure

According to Method T, 2-((R)-4-[1,3′]bipyrrolidinyl-1′-yl-3-fluorophenyl)-6-hydroxy-2H-isoquinolin-1-one, with cesium fluoride as auxiliary base, was reacted with 3,7-dioxa-bicyclo[4.1.0]heptane. In this way the product was obtained with molecular weight 493.58 (C28H32FN3O4); MS (ESI): 494 (M+H+).

Workup

  1. customIn this way the product was obtained with molecular weight 493.58 (C28H32FN3O4)

Sources & evidence

ORD record
ord-38c45ebef3004b14a3ec6d8818154f6f
Source dataset
uspto-grants-2014_09
Patent number
US08822495B2

Reaction notes

Loading…