6-[(S)-1-(Tetrahydrofuran-2-yl)methoxy]isochroman-1-one → 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 69521Notes

Reaction equation

HRID 69521 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.[O:41]1CCC[C@H:42]1COC1C=C2C(=CC=1)C(=O)OCC2.C(OC(N1CC2(CCN(C3C=CC(N)=CC=3F)C2)C1)=O)(C)(C)C>>[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:41][CH3:42])[CH2:12]2)[CH2:11][NH:8]1

Participants

4

Reactant 3

HCID 666799246-[(S)-1-(Tetrahydrofuran-2-yl)methoxy]isochroman-1-oneHCID 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 esterHCID 68992896HCID 68992896, compound

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

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 Reaction of 6-[(S)-1-(Tetrahydro-furan-2-yl)methoxy]-isochroman-1-one with 6-(4-Amino-2-fluoro-phenyl)-2,6-diaza-spiro[3.4]octane-2-carboxylic acid tert-butyl ester by method AC resulted in the desired product with the molecular weight 551, 66 (C31H38FN3O5); MS (ESI): 552 (M+H+).

Sources & evidence

ORD record
ord-7d485f3ffabb4696b7aa94cb6a0456f4
Source dataset
uspto-grants-2014_09
Patent number
US08822495B2

Reaction notes

Loading…