Sodium Hydroxide → Nalpha-[3-(2,4-Difluorophenyl)acryloyl]-1-Methyl-L-Tryptophan

HRID 1746551Notes

Reaction equation

HRID 1746551 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[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]=[C:6]([F:8])[CH:5]=[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 86655457Methyl Nalpha-[3-(2,4-Difluorophenyl)acryloyl]-1-Methyl-L-Tryptophanate

Product 1

HCID 86655498Nalpha-[3-(2,4-Difluorophenyl)acryloyl]-1-Methyl-L-TryptophanYield 77%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedures as in Example 64 were carried out from the compound obtained in Example 25 (0.73 g), 1 mol/L of an aqueous sodium hydroxide solution (2.7 mL), and methanol (27 mL), to give the captioned compound (0.54 g, 77%) as crystals.

Sources & evidence

ORD record
ord-93367fa08acb4ea3a30d5d55d3c97007
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

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