Piperidine → 2-[4-((R)-3-Dimethylaminopyrrolidin-1-yl)-3-fluorophenyl]-6-piperidin-1-yl-3,4-dihydro-2H-isoquinolin-1-one

HRID 69416

Reaction equation

[CH3:1][N:2]([CH3:34])[C@@H:3]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:23][CH2:22][C:21]4[C:16](=[CH:17][CH:18]=[C:19](OS(C(F)(F)F)(=O)=O)[CH:20]=4)[C:15]3=[O:32])=[CH:10][C:9]=2[F:33])[CH2:4]1.[NH:35]1[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1>>[CH3:34][N:2]([CH3:1])[C@@H:3]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:23][CH2:22][C:21]4[C:16](=[CH:17][CH:18]=[C:19]([N:35]5[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]5)[CH:20]=4)[C:15]3=[O:32])=[CH:10][C:9]=2[F:33])[CH2:4]1

Participants

Reactant 2

HCID 8082Piperidine

HCID 86635103Trifluoromethanesulfonic acid 2-[4-((R)-3-dimethylaminopyrrolidin-1-yl)-3-fluorophenyl]-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl ester

Product 1

HCID 579167202-[4-((R)-3-Dimethylaminopyrrolidin-1-yl)-3-fluorophenyl]-6-piperidin-1-yl-3,4-dihydro-2H-isoquinolin-1-one

Procedure

Trifluoromethanesulfonic acid 2-[4-((R)-3-dimethylaminopyrrolidin-1-yl)-3-fluorophenyl]-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl ester was reacted with piperidine by method N. The product with the molecular weight of 436.58 (C26H33FN40) was obtained in this way; MS (ESI): 437 (M+H+).

Workup

customThe product with the molecular weight of 436.58 (C26H33FN40) was obtained in this way

Sources & evidence

ORD record: ord-b5d62fd80fe848b1ba2addd59d948f38
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08822495B2

Linked notes

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