Sodium Hydroxide → Nalpha-[3-(2,6-Difluorophenyl)acryloyl]-1-Methyl-L-Tryptophan

HRID 1746550Notes

Reaction equation

HRID 1746550 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:26]([O:28]C)=[O:27])[CH2:15][C:16]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[N:18]([CH3:25])[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:26]([OH:28])=[O:27])[CH2:15][C:16]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[N:18]([CH3:25])[CH:17]=1)=[O:12]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86655456Methyl Nalpha-[3-(2,6-Difluorophenyl)acryloyl]-1-Methyl-L-Tryptophanate

Product 1

HCID 67130574Nalpha-[3-(2,6-Difluorophenyl)acryloyl]-1-Methyl-L-TryptophanYield 74%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedures as in Example 64 were carried out from the compound obtained in Example 24 (1.1 g), 1 mol/L of an aqueous sodium hydroxide solution (4.0 mL), and methanol (40 mL), to give the captioned compound (0.76 g, 74%) as crystals.

Sources & evidence

ORD record
ord-05558f30f8224f13807604dc22187dcd
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

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