2-Pyridineacetic acid, hydrochloride (1:1) → [5-(2-{[N-ethyl-N-(2-pyridin-2-yl-acetyl)-amino]-methyl}-4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetic acid ethyl ester

HRID 554667Notes

Reaction equation

HRID 554667 reaction equation
[CH2:1]([O:3][C:4](=[O:26])[CH2:5][C:6]1[CH:7]=[N:8][CH:9]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][C:13]=2[CH2:22][NH:23][CH2:24][CH3:25])[CH:11]=1)[CH3:2].Cl.[N:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[CH2:34][C:35]([OH:37])=O>>[CH2:1]([O:3][C:4](=[O:26])[CH2:5][C:6]1[CH:7]=[N:8][CH:9]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:20])([F:19])[F:21])=[CH:14][C:13]=2[CH2:22][N:23]([CH2:24][CH3:25])[C:35](=[O:37])[CH2:34][C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][N:28]=2)[CH:11]=1)[CH3:2]

Participants

3

Reactant 2

HCID 853172-Pyridineacetic acid, hydrochloride (1:1)HCID 67212445[5-(2-Ethylaminomethyl-4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetic acid ethyl ester

Product 1

HCID 67212684[5-(2-{[N-ethyl-N-(2-pyridin-2-yl-acetyl)-amino]-methyl}-4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetic acid ethyl ester

Procedure

[5-(2-ethylaminomethyl-4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetic acid ethyl ester and 2-pyridylacetic acid hydrochloride were reacted as described in Example 8, Step 6 to provide [5-(2-{[N-ethyl-N-(2-pyridin-2-yl-acetyl)-amino]-methyl}-4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetic acid ethyl ester. The ester was hydrolyzed to the acid as described in Example 30, Step 2.

Sources & evidence

ORD record
ord-b44749e1d31b4c89acd722f59c92a389
Source dataset
uspto-grants-2011_11
Patent number
US08049015B2

Reaction notes

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