Sodium Hydroxide → Nalpha-[3-(2,5-Difluorophenyl)acryloyl]-1-Methyl-L-Tryptophan

HRID 1746552Notes

Reaction equation

HRID 1746552 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][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][C:5]([F:8])=[CH:4][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 86655458Methyl Nalpha-[3-(2,5-Difluorophenyl)acryloyl]-1-Methyl-L-Tryptophanate

Product 1

HCID 86655499Nalpha-[3-(2,5-Difluorophenyl)acryloyl]-1-Methyl-L-TryptophanYield 75.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedures as in Example 64 were carried out from the compound obtained in Example 26 (2.9 g), 1 mol/L of an aqueous sodium hydroxide solution (15.0 mL), and methanol (150 mL), to give the captioned compound (2.1 g, 74%) as crystals.

Sources & evidence

ORD record
ord-56ca19becc95466bad2658ae7999c573
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

Loading…