Diethanolamine → HCID 1925938, compound

HRID 1695316Notes

Reaction equation

HRID 1695316 reaction equation
[NH:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4].CCN(CC)CC.[F:15][C:16]([F:23])([F:22])[C:17](OCC)=[O:18]>CO>[F:15][C:16]([F:23])([F:22])[C:17]([N:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4])=[O:18]

Participants

5

Reactant 3

HCID 8113DiethanolamineHCID 8471TriethylamineHCID 9794Ethyl trifluoroacetate2×

Product 1

HCID 1925938HCID 1925938, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(Kamal, A.; et al J. Med. Chem. 2002, 45, 4679-4688) Diethanolamine (3.57 g, 34 mmol) was dissolved in methanol (20 mL) and treated with Et3N (4.7 mL, 34 mmol) and ethyl trifluoroacetate (4.90 g, 34 mmol) for 20 h at rt, followed by adding another 1 mL CF3COOEt. After another 20 h, removal of volatile solvents under high vacuum yielded N-trifluoroacetyl-diethanolamine compound 6 as light yellow oil, which was used without further purification.

Workup

  1. customremoval of volatile solvents under high vacuum

Sources & evidence

ORD record
ord-ce6ad586c1ae44189d3c1a79070ca54e
Source dataset
uspto-grants-2012_04
Patent number
US08163736B2

Reaction notes

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