Hydrochloric Acid → 1-Methyl-6-[5-((R)-1-pyrrolidin-2-ylmethoxy)-pyridin-3-yl]-3,4-dihydro-1H-quinolin-2-one hydrochloride

HRID 1774824Notes

Reaction equation

HRID 1774824 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][O:14][C:15]1[CH:16]=[N:17][CH:18]=[C:19]([C:21]2[CH:22]=[C:23]3[C:28](=[CH:29][CH:30]=2)[N:27]([CH3:31])[C:26](=[O:32])[CH2:25][CH2:24]3)[CH:20]=1)=O)(C)(C)C.[ClH:33]>CO>[ClH:33].[CH3:31][N:27]1[C:28]2[C:23](=[CH:22][C:21]([C:19]3[CH:18]=[N:17][CH:16]=[C:15]([O:14][CH2:13][C@H:9]4[CH2:10][CH2:11][CH2:12][NH:8]4)[CH:20]=3)=[CH:30][CH:29]=2)[CH2:24][CH2:25][C:26]1=[O:32]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86679173(R)-2-[5-(1-Methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-yloxymethyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 866791741-Methyl-6-[5-((R)-1-pyrrolidin-2-ylmethoxy)-pyridin-3-yl]-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-[5-(1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-yloxymethyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (example 147) with hydrogen chloride (in dixoane) in methanol gave the title compound as a yellow solid. MS: 338.2 (M+H+).

Sources & evidence

ORD record
ord-7679db52f18149a0b9881cc88320fb18
Source dataset
uspto-grants-2016_02
Patent number
US09260408B2

Reaction notes

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