Hydrogen Bromide → 2-[(S)-4-(2,7-Diaza-spiro[4.4]non-2-yl)-phenyl]-6-hydroxy-3,4-dihydro-2H-isoquinolin-1-one

HRID 69436Notes

Reaction equation

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

Participants

Reactant 2

HCID 260Hydrogen Bromide

HCID 68990290(S)-7-[4-(6-methoxy-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-phenyl]-2,7-diaza-spiro[4.4]nonane-2-carboxylic acid tert-butyl ester

Product 1

HCID 689918082-[(S)-4-(2,7-Diaza-spiro[4.4]non-2-yl)-phenyl]-6-hydroxy-3,4-dihydro-2H-isoquinolin-1-one

Procedure

According to Method L, (S)-7-[4-(6-methoxy-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-phenyl]-2,7-diaza-spiro[4.4]nonane-2-carboxylic acid tert-butyl ester was treated with hydrogen bromide. In this way the product was obtained with molecular weight 363.46 (C22H25N3O2); MS (ESI): 364 (M+H+).

Workup

customIn this way the product was obtained with molecular weight 363.46 (C22H25N3O2)

Sources & evidence

ORD record: ord-25d1eafb4534422782a7ca5c8b688c6a
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08822495B2

Reaction notes

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