Trifluoroacetic acid → 2-[4-(2,6-Diaza-spiro[3.4]oct-6-yl)-3-methoxy-phenyl]-6-[(S)-1-(tetrahydro-furan-2-yl)methoxy]-2H-isoquinolin-1-one

HRID 69520Notes

Reaction equation

HRID 69520 reaction equation
C(OC([N:8]1[CH2:11][C:10]2([CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][C:19]([N:22]4[CH2:31][CH2:30][C:29]5[C:24](=[CH:25][CH:26]=[C:27]([O:32][CH2:33][C@@H:34]6[CH2:38][CH2:37][CH2:36][O:35]6)[CH:28]=5)[C:23]4=[O:39])=[CH:18][C:17]=3F)[CH2:12]2)[CH2:9]1)=O)(C)(C)C.FC(F)(F)[C:43](O)=[O:44]>>[CH2:9]1[C:10]2([CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][C:19]([N:22]4[CH:31]=[CH:30][C:29]5[C:24](=[CH:25][CH:26]=[C:27]([O:32][CH2:33][C@@H:34]6[CH2:38][CH2:37][CH2:36][O:35]6)[CH:28]=5)[C:23]4=[O:39])=[CH:18][C:17]=3[O:44][CH3:43])[CH2:12]2)[CH2:11][NH:8]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 689879876-(2-Fluoro-4-{1-oxo-6-[(S)-1-(tetrahydro-furan-2-yl)methoxy]-3,4-dihydro-1H-isoquinolin-2-yl}-phenyl)-2,6-diaza-spiro[3.4]octane-2-carboxylic acid tert-butyl ester

Product 1

HCID 689924482-[4-(2,6-Diaza-spiro[3.4]oct-6-yl)-3-methoxy-phenyl]-6-[(S)-1-(tetrahydro-furan-2-yl)methoxy]-2H-isoquinolin-1-one

Procedure

Reaction of 6-(2-Fluoro-4-{1-oxo-6-[(S)-1-(tetrahydro-furan-2-yl)methoxy]-3,4-dihydro-1H-isoquinolin-2-yl}-phenyl)-2,6-diaza-spiro[3.4]octane-2-carboxylic acid tert-butyl ester with trifluoroacetic acid by method H2 resulted in the desired product with the molecular weight 451, 55 (C26H30FN3O3); MS (ESI): 452 (M+H+).

Sources & evidence

ORD record
ord-5b4556ebbcfe4158985ce0bd1543f2a9
Source dataset
uspto-grants-2014_09
Patent number
US08822495B2

Reaction notes

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