Triethylamine → HCID 86622335, compound

HRID 501702Notes

Reaction equation

HRID 501702 reaction equation
[NH2:1][C@@H:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:11][CH3:12])[CH:9]=2)[CH2:4][C@@H:3]1[OH:13].[F:14][C:15]([F:22])([F:21])[C:16](OCC)=[O:17].C(N(CC)CC)C>CO>[F:14][C:15]([F:22])([F:21])[C:16]([NH:1][C@@H:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:11][CH3:12])[CH:9]=2)[CH2:4][C@@H:3]1[OH:13])=[O:17]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9794Ethyl trifluoroacetateHCID 23248981HCID 23248981, compound

Product 1

HCID 86622335HCID 86622335, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Step AE (1): To a solution of (1R,2S)-1-amino-6-methoxy-2,3-dihydro-1H-inden-2-ol (500 mg) [E. N. Jacobsen, et. al Organic Synthesis 1999, 76, 46-56] in methanol (10 mL) was added ethyl trifluoroacetate (0.83 mL) followed by triethylamine (0.65 mL), and the reaction mixture was stirred at rt for 12 h. The solvents were removed in vacuo to give 2,2,2-trifluoro-N-((1R,2S)-2-hydroxy-6-methoxy-2,3-dihydro-1H-inden-1-yl)acetamide as an oil. HPLC retention time: 1.77 min (method B). MS (ESI) (M+Na)+ 298.13.

Workup

  1. customThe solvents were removed in vacuo

Sources & evidence

ORD record
ord-aa276f70f47240d3ba89412f3a942da2
Source dataset
uspto-grants-2010_08
Patent number
US07772221B2

Reaction notes

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