Methyl iodide → Ethanesulfonic acid {2-[5-(7-fluoro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-yloxy]-ethyl}-methyl-amide

HRID 1774882Notes

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[CH:15]=[C:16]([O:20][CH2:21][CH2:22][NH:23][S:24]([CH2:27][CH3:28])(=[O:26])=[O:25])[CH:17]=[N:18][CH:19]=1.[H-].[Na+].[CH3:31]I>>[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[CH:15]=[C:16]([O:20][CH2:21][CH2:22][N:23]([CH3:31])[S:24]([CH2:27][CH3:28])(=[O:26])=[O:25])[CH:17]=[N:18][CH:19]=1

Participants

Reactant 3

HCID 6328Methyl iodide

HCID 24758Sodium hydride

HCID 86679225Ethanesulfonic acid {2-[5-(7-fluoro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-yloxy]-ethyl}-amide

Product 1

HCID 86679232Ethanesulfonic acid {2-[5-(7-fluoro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-yloxy]-ethyl}-methyl-amide

Procedure

In analogy to the procedure described for the preparation of example 195, ethanesulfonic acid {2-[5-(7-fluoro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-yloxy]-ethyl}-amide (example 243) has been reacted with sodium hydride and methyl iodide to give the title compound as orange amorphous solid. MS: 422.4 (M+H+).

Sources & evidence

ORD record: ord-e8336e455af6466b9dca02ac47cee2eb
Source dataset: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09260408B2

Reaction notes

Loading…