Trolox → HCID 11723535, compound

HRID 1755596Notes

Reaction equation

HRID 1755596 reaction equation
[OH:1][C:2]1[C:3]([CH3:18])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH3:17])([C:14]([OH:16])=O)[CH2:6][CH2:5]2.[CH:19]1[N:23]=[CH:22][N:21]([C:24](N2C=NC=C2)=O)[CH:20]=1.CN(C)CCN>>[CH3:22][N:21]([CH3:24])[CH2:20][CH2:19][NH:23][C:14]([C:7]1([CH3:17])[CH2:6][CH2:5][C:4]2[C:9](=[C:10]([CH3:13])[C:11]([CH3:12])=[C:2]([OH:1])[C:3]=2[CH3:18])[O:8]1)=[O:16]

Participants

4

Reactant 3

HCID 40634TroloxHCID 66053N,N-DimethylethylenediamineHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 11723535HCID 11723535, compoundYield 75.9%

Procedure

Following the amide coupling procedure described in protocol A, 1.03 g 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (4.11 mmol), 0.712 g CDI (4.39 mmol) and 704 mg N,N-dimethylethylenediamine (7.99 mmol) produced 1 g of N-(2-(dimethylamino)ethyl)-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxamide as a white crystalline solid.

Sources & evidence

ORD record
ord-75f34c5435fc4ac4a71ca69a5cd83617
Source dataset
uspto-grants-2015_10
Patent number
US09169196B2

Reaction notes

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