Hydrochloric Acid → 9-(3-Fluoro-4-(3-methyl-1-(methylamino)butan-2-yl)phenyl)-8-methoxy-6-methylthieno[2,3-c]quinolin-4(5H)-one Hydrochloride

HRID 1853701Notes

Reaction equation

HRID 1853701 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]2[C:9]3[C:10]4[CH:24]=[CH:23][S:22][C:11]=4[C:12](=[O:21])[NH:13][C:14]=3[C:15]([CH3:20])=[CH:16][C:17]=2[O:18][CH3:19])[CH:5]=[CH:4][C:3]=1[CH:25]([CH:36]([CH3:38])[CH3:37])[CH2:26][N:27](C)[C:28](=O)OC(C)(C)C.[ClH:39]>CCOCC>[ClH:39].[F:1][C:2]1[CH:7]=[C:6]([C:8]2[C:9]3[C:10]4[CH:24]=[CH:23][S:22][C:11]=4[C:12](=[O:21])[NH:13][C:14]=3[C:15]([CH3:20])=[CH:16][C:17]=2[O:18][CH3:19])[CH:5]=[CH:4][C:3]=1[CH:25]([CH:36]([CH3:38])[CH3:37])[CH2:26][NH:27][CH3:28]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86689466HCID 86689466, compound

Product 1

HCID 674504579-(3-Fluoro-4-(3-methyl-1-(methylamino)butan-2-yl)phenyl)-8-methoxy-6-methylthieno[2,3-c]quinolin-4(5H)-one HydrochlorideYield 70%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Following General Procedure D1, tert-butyl 2-(2-fluoro-4-(8-methoxy-6-methyl-4-oxo-4,5-dihydrothieno[2,3-c]quinolin-9-yl)phenyl)-3-methylbutyl(methyl)carbamate (100 mg, 0.18 mmol) was reacted with HCl in ether (6 mL) to afford the desired product (55 mg, 70%) as an off-white solid: ESI MS m/z 439 [C25H27FN2O2S+H]+

Sources & evidence

ORD record
ord-573a44e4087c4045a4ff2e4cf3dbd0e3
Source dataset
uspto-grants-2015_02
Patent number
US08962648B2

Reaction notes

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