2-Methyl-6-(4-trifluoromethyl-phenyl)-nicotinic acid → HCID 67072063, compound

HRID 1242421Notes

Reaction equation

HRID 1242421 reaction equation
[CH2:1]([O:3][C:4](=[O:19])[C:5]([CH3:18])([O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][NH:16][CH3:17])=[CH:10][CH:9]=1)[CH3:6])[CH3:2].[CH3:20][C:21]1[N:29]=[C:28]([C:30]2[CH:35]=[CH:34][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:32][CH:31]=2)[CH:27]=[CH:26][C:22]=1[C:23]([OH:25])=O.COC(=O)C1C=CC(C2C=CC(C(F)(F)F)=CC=2)=NC=1C>>[CH2:1]([O:3][C:4](=[O:19])[C:5]([CH3:18])([O:7][C:8]1[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][N:16]([CH3:17])[C:23]([C:22]2[C:21]([CH3:20])=[N:29][C:28]([C:30]3[CH:35]=[CH:34][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:32][CH:31]=3)=[CH:27][CH:26]=2)=[O:25])=[CH:12][CH:13]=1)[CH3:6])[CH3:2]

Participants

4

Reactant 3

HCID 219358852-Methyl-6-(4-trifluoromethyl-phenyl)-nicotinic acidHCID 670722692-Methyl-6-(4-trifluoromethyl-phenyl)-nicotinic Acid Methyl EsterHCID 67072437HCID 67072437, compound

Product 1

HCID 67072063HCID 67072063, compound

Procedure

In analogy to the procedures described in example 26B] and 26C], 2-methyl-2-[4-(2-methylamino-ethyl)-phenoxy]-propionic acid ethyl ester (example 88A]) was reacted with 2-methyl-6-(4-trifluoromethyl-phenyl)-nicotinic acid (prepared from 2-methyl-6-(4-trifluoromethyl-phenyl)-nicotinic acid methyl ester (example 1L]) in analogy to the procedure described in example 53B]) to give 2-methyl-2-[4-(2-{methyl-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridine-3-carbonyl]-amino}-ethyl)-phenoxy]-propionic acid ethyl ester, which was subsequently saponified to yield the title compound as colorless solid.

Sources & evidence

ORD record
ord-9111bb1fad564ce4b2301701503b1b6b
Source dataset
uspto-grants-2006_10
Patent number
US07115611B2

Reaction notes

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