Benzyl isocyanate → {5-[2-(3-Benzyl-1-ethyl-ureidomethyl)-4-trifluoromethyl-phenyl]-pyridin-3-yl}-acetic acid methyl ester

HRID 554626Notes

Reaction equation

Cl.Cl.[CH3:3][O:4][C:5](=[O:27])[CH2:6][C:7]1[CH:8]=[N:9][CH:10]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][C:14]=2[CH2:23][NH:24][CH2:25][CH3:26])[CH:12]=1.[CH2:28]([N:35]=[C:36]=[O:37])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[CH3:3][O:4][C:5](=[O:27])[CH2:6][C:7]1[CH:8]=[N:9][CH:10]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:20])([F:21])[F:22])=[CH:15][C:14]=2[CH2:23][N:24]([CH2:25][CH3:26])[C:36]([NH:35][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[O:37])[CH:12]=1

Participants

Reactant 2

HCID 76639Benzyl isocyanate

HCID 131729246HCID 131729246, compound

Product 1

HCID 67460349{5-[2-(3-Benzyl-1-ethyl-ureidomethyl)-4-trifluoromethyl-phenyl]-pyridin-3-yl}-acetic acid methyl ester

Procedure

[5-(2-Ethylaminomethyl-4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetic acid methyl ester, dihydrochloride and benzyl isocyanate were reacted as described in Example 2, Step 3, to provide {5-[2-(3-benzyl-1-ethyl-ureidomethyl)-4-trifluoromethyl-phenyl]-pyridin-3-yl}-acetic acid methyl ester. The ester was hydrolyzed to the acid as described in Example 12, Step 4.

Sources & evidence

ORD record: ord-f0757183dc6b43e8b889d6e60c41b7fd
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08049015B2

Reaction notes

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