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

HRID 1774876Notes

Reaction equation

HRID 1774876 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][O:10][C:11]1[CH:12]=[N:13][CH:14]=[C:15]([C:17]2[CH:18]=[C:19]3[C:24](=[CH:25][C:26]=2[F:27])[N:23]([CH3:28])[C:22](=[O:29])[CH2:21][CH2:20]3)[CH:16]=1)(C)(C)C.[ClH:31]>CO>[ClH:31].[NH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[C:15]([C:17]2[CH:18]=[C:19]3[C:24](=[CH:25][C:26]=2[F:27])[N:23]([CH3:28])[C:22](=[O:29])[CH2:21][CH2:20]3)[CH:14]=[N:13][CH:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86679217{2-[5-(7-Fluoro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-yloxy]-ethyl}-carbamic acid tert-butyl ester

Product 1

HCID 866792236-[5-(2-Amino-ethoxy)-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 {2-[5-(7-fluoro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-yloxy]-ethyl}-carbamic acid tert-butyl ester (example 232) with hydrogen chloride (in dixoane) in methanol gave the title compound as light yellow solid. MS: 316.5 (M+H+).

Sources & evidence

ORD record
ord-bbf1b91ec28940e6a5467a824e012936
Source dataset
uspto-grants-2016_02
Patent number
US09260408B2

Reaction notes

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