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Sodium Hydroxide → N-[3-(2,6-Difluorophenyl)acryloyl]-O4-Methyl-L-Tyrosine

HRID 1746568
Notes
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Reaction equation

HRID 1746568 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH:9]=[CH:10][C:11]([NH:13][C@H:14]([C:24]([O:26]C)=[O:25])[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)=[O:12].[OH-].[Na+]>CO>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH:9]=[CH:10][C:11]([NH:13][C@H:14]([C:24]([OH:26])=[O:25])[CH2:15][C:16]1[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=1)=[O:12]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86655474Methyl N-[3-(2,6-Difluorophenyl)acryloyl]-O4-Methyl-L-Tyrosinate

Product 1

HCID 86655514N-[3-(2,6-Difluorophenyl)acryloyl]-O4-Methyl-L-TyrosineYield 97%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedures as in Example 64 were carried out from the compound obtained in Example 46 (3.0 g), 1 mol/L of an aqueous sodium hydroxide solution (12 mL), and methanol (120 mL), to give the captioned compound (2.8 g, 95%) as crystals,

Sources & evidence

ORD record
ord-b88d26df1dc942dea74d67507e4cf1c2
Source dataset
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09150510B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes