5-Methylsulfonyl-2-[((R)-2,2,2-trifluoro-1-methylethyl)oxy]benzoic acid → 6-[5-Methanesulfonyl-2-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-benzoyl]-2-trifluoromethyl-5,6,7,8-tetrahydro-[1,6]naphthyridine-3-carboxylic acid ethyl ester

HRID 2117405Notes

Reaction equation

HRID 2117405 reaction equation
Cl.[CH2:2]([O:4][C:5]([C:7]1[C:8]([C:17]([F:20])([F:19])[F:18])=[N:9][C:10]2[CH2:11][CH2:12][NH:13][CH2:14][C:15]=2[CH:16]=1)=[O:6])[CH3:3].[CH3:21][S:22]([C:25]1[CH:26]=[CH:27][C:28]([O:34][C@H:35]([CH3:40])[C:36]([F:39])([F:38])[F:37])=[C:29]([CH:33]=1)[C:30](O)=[O:31])(=[O:24])=[O:23]>>[CH2:2]([O:4][C:5]([C:7]1[C:8]([C:17]([F:19])([F:20])[F:18])=[N:9][C:10]2[CH2:11][CH2:12][N:13]([C:30](=[O:31])[C:29]3[CH:33]=[C:25]([S:22]([CH3:21])(=[O:23])=[O:24])[CH:26]=[CH:27][C:28]=3[O:34][C@H:35]([CH3:40])[C:36]([F:39])([F:37])[F:38])[CH2:14][C:15]=2[CH:16]=1)=[O:6])[CH3:3]

Participants

3

Reactant 2

HCID 588633545-Methylsulfonyl-2-[((R)-2,2,2-trifluoro-1-methylethyl)oxy]benzoic acidHCID 688225832-Trifluoromethyl-5,6,7,8-tetrahydro-[1,6]naphthyridine-3-carboxylic acid ethyl ester hydrochloride

Product 1

HCID 586778786-[5-Methanesulfonyl-2-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-benzoyl]-2-trifluoromethyl-5,6,7,8-tetrahydro-[1,6]naphthyridine-3-carboxylic acid ethyl ester

Procedure

Prepared in analogy to example 1.1 from 2-trifluoromethyl-5,6,7,8-tetrahydro-[1,6]naphthyridine-3-carboxylic acid ethyl ester hydrochloride (CA [741736-90-3]; WO2004069162) and 5-methanesulfonyl-2-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-benzoic acid (example 2.3). MS (m/e): 569.0 (M+H+).

Sources & evidence

ORD record
ord-fc7ae19185ba453281c0959b8da11b1b
Source dataset
uspto-grants-2008_10
Patent number
US07442710B2

Reaction notes

Loading…