Water → HCID 61145156, compound

HRID 1746592Notes

Reaction equation

HRID 1746592 reaction equation
[NH2:1][C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][C:5](=[O:7])[NH2:6].[F:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH:18]=[CH:19][C:20](ON1C(=O)CCC1=O)=[O:21].C(=O)([O-])O.[Na+].O>O1CCOCC1>[F:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH:18]=[CH:19][C:20]([NH:1][C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][C:5](=[O:7])[NH2:6])=[O:21]

Participants

6

Reactant 4

HCID 962WaterHCID 5961L-GlutamineHCID 516892Sodium BicarbonateHCID 86655531HCID 86655531, compound

Product 1

HCID 61145156HCID 61145156, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The same procedures as in Example 129 were carried out from L-glutamine (2.0 g), 2,5-dioxopyrrolidin-1-yl 3-(2-fluorophenyl)acrylate (3.6 g), sodium hydrogencarbonate (1.2 g), water (60 mL), and dioxane (160 mL), to give the captioned compound (2.3 g, 58%) as crystals.

Sources & evidence

ORD record
ord-306e394dd206410082c91054344dc91c
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

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