Methylamine hydrochloride → tert-Butyl 2-hydroxy-6-[({4'-[2-(methylamino)-2-oxoethyl]-1,1'-biphenyl-4-yl}oxy)methyl]-3-trifluoromethylbenzoate

HRID 2076662Notes

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

Participants

Reactant 2

HCID 6364545Methylamine hydrochloride

HCID 11555148HCID 11555148, compound

Product 1

HCID 86617417tert-Butyl 2-hydroxy-6-[({4'-[2-(methylamino)-2-oxoethyl]-1,1'-biphenyl-4-yl}oxy)methyl]-3-trifluoromethylbenzoate

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 (216 mg, 0.431 mmol) obtained in Example (7) and methylamine hydrochloride (50 mg, 0.74 mmol), the title compound was obtained as a colorless crystal (160 mg, yield: 72%).

Sources & evidence

ORD record: ord-10087b1f19c34db4a2ee1a77284f7f7a
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07923573B2

Reaction notes

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