Dimethylamine → HCID 67263064, compound

HRID 2428219Notes

Reaction equation

HRID 2428219 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](O)=[O:15])[CH2:6][CH2:5]2.C1N=[CH:22][N:21](C(N2C=NC=C2)=O)[CH:20]=1.CNC.C1COCC1>>[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]([N:21]([CH3:22])[CH3:20])=[O:15])[CH2:6][CH2:5]2

Participants

5

Reactant 4

HCID 674DimethylamineHCID 8028TetrahydrofuranHCID 40634TroloxHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 67263064HCID 67263064, compoundYield 73.9%

Procedure

Following the amide coupling procedure described in protocol A, 504 mg 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (2.01 mmol), 361 mg CDI (2.23 mmol) and 1.1 mL of a 2.0 M solution of N,N-dimethylamine in THF (2.2 mmol) produced 412 mg of 6-hydroxy-N,N,2,5,7,8-hexamethylchroman-2-carboxamide as amorphous powder.

Sources & evidence

ORD record
ord-74e7edc51bd247c5aedc024e1ad10c85
Source dataset
uspto-grants-2011_06
Patent number
US07968746B2

Reaction notes

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