Ethylamine hydrochloride → tert-Butyl 6-[({4'-[2-(ethylamino) 2-oxoethyl]-1,1'-biphenyl-4-yl}oxy)methyl]-2-hydroxy-3-(trifluoromethyl)benzoate

HRID 2076668Notes

Reaction equation

[C:1]([O:5][C:6]([C:8]1[C:31]([OH:32])=[C:30]([C:33]([F:36])([F:35])[F:34])[CH:29]=[CH:28][C:9]=1[CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][C:21]([CH2:24][C:25](O)=[O:26])=[CH:20][CH:19]=2)=[CH:14][CH:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[CH2:38]([NH2:40])[CH3:39]>>[CH2:38]([NH:40][C:25](=[O:26])[CH2:24][C:21]1[CH:20]=[CH:19][C:18]([C:15]2[CH:14]=[CH:13][C:12]([O:11][CH2:10][C:9]3[C:8]([C:6]([O:5][C:1]([CH3:3])([CH3:4])[CH3:2])=[O:7])=[C:31]([OH:32])[C:30]([C:33]([F:35])([F:34])[F:36])=[CH:29][CH:28]=3)=[CH:17][CH:16]=2)=[CH:23][CH:22]=1)[CH3:39]

Participants

Reactant 2

HCID 11198Ethylamine hydrochloride

HCID 11555148HCID 11555148, compound

Product 1

HCID 86617420tert-Butyl 6-[({4'-[2-(ethylamino) 2-oxoethyl]-1,1'-biphenyl-4-yl}oxy)methyl]-2-hydroxy-3-(trifluoromethyl)benzoate

Procedure

According to a method similar to Example (49), from (4′-{[2-(tert-butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-1,1′-biphenyl-4-yl)acetic acid (187 mg, 0.374 mmol) obtained in Example (7) and ethylamine hydrochloride (61 mg, 0.75 mmol), the title compound was obtained as a colorless powder (129 mg, yield: 65%).

Sources & evidence

ORD record: ord-4e537db74a28461fb92f9baa788500e8
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07923573B2

Reaction notes

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