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

HRID 1774862Notes

Reaction equation

HRID 1774862 reaction equation
[CH3:1][C:2]1[C:7]([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[N:14]([CH3:18])[C:13](=[O:19])[CH2:12][CH2:11]3)=[CH:6][N:5]=[CH:4][C:3]=1[CH2:20][NH:21][S@@](C(C)(C)C)=O.[ClH:28]>CO>[ClH:28].[NH2:21][CH2:20][C:3]1[C:2]([CH3:1])=[C:7]([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[N:14]([CH3:18])[C:13](=[O:19])[CH2:12][CH2:11]3)[CH:6]=[N:5][CH:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86679204(R)-2-Methyl-propane-2-sulfinic acid [4-methyl-5-(1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-amide

Product 1

HCID 866792056-(5-Aminomethyl-4-methyl-pyridin-3-yl)-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 [4-methyl-5-(1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-amide (example 221) with hydrogen chloride (in dixoane) in methanol gave the title compound as a yellow solid. MS: 282.5 (M+H+).

Sources & evidence

ORD record
ord-34ac70e14f72446fbd31509a99b6080e
Source dataset
uspto-grants-2016_02
Patent number
US09260408B2

Reaction notes

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