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

HRID 1746548Notes

Reaction equation

HRID 1746548 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[CH:9][C:10]([NH:12][C@H:13]([C:25]([O:27]C)=[O:26])[CH2:14][C:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]([CH3:24])[CH:16]=1)=[O:11].[OH-].[Na+]>CO>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[CH:9][C:10]([NH:12][C@H:13]([C:25]([OH:27])=[O:26])[CH2:14][C:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]([CH3:24])[CH:16]=1)=[O:11]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86655454Methyl Nalpha-[3-(2-Fluorophenyl)acryloyl]-1-Methyl-L-Tryptophanate

Product 1

HCID 86655496Nalpha-[3-(2-Fluorophenyl)acryloyl]-1-Methyl-L-TryptophanYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedures as in Example 64 were carried out from the compound obtained in Example 22 (3.1 g), 1 mol/L of an aqueous sodium hydroxide solution (12 mL), and methanol (120 mL), to give the captioned compound (2.5 g, 85%) as crystals.

Sources & evidence

ORD record
ord-3f2b7149ceee415880ae24eb92f9c659
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

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