Hydrochloric Acid → 6-(5-Aminomethyl-4-methyl-pyridin-3-yl)-7-fluoro-1-methyl-3,4-dihydro-1H-quinolin-2-one hydrochloride

HRID 1774866Notes

Reaction equation

HRID 1774866 reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][C:8](=[O:13])[N:9]2[CH3:12])=[CH:4][C:3]=1[C:14]1[C:15]([CH3:28])=[C:16]([CH2:20][NH:21][S@@](C(C)(C)C)=O)[CH:17]=[N:18][CH:19]=1.[ClH:29]>CO>[ClH:29].[NH2:21][CH2:20][C:16]1[C:15]([CH3:28])=[C:14]([C:3]2[CH:4]=[C:5]3[C:10](=[CH:11][C:2]=2[F:1])[N:9]([CH3:12])[C:8](=[O:13])[CH2:7][CH2:6]3)[CH:19]=[N:18][CH:17]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86679209(R)-2-Methyl-propane-2-sulfinic acid [5-(7-fluoro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-4-methyl-pyridin-3-ylmethyl]-amide

Product 1

HCID 866792106-(5-Aminomethyl-4-methyl-pyridin-3-yl)-7-fluoro-1-methyl-3,4-dihydro-1H-quinolin-2-one hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In analogy to the procedure described for the preparation of example 42, reaction of (R)-2-methyl-propane-2-sulfinic acid [5-(7-fluoro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-4-methyl-pyridin-3-ylmethyl]-amide (example 225) with hydrogen chloride (in dixoane) in methanol gave the title compound as a light brown solid. MS: 300.5 (M+H+).

Sources & evidence

ORD record
ord-4a283622cdd4486eb20d728cecb9f6c1
Source dataset
uspto-grants-2016_02
Patent number
US09260408B2

Reaction notes

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