1-Phenethylamine, (+)- → HCID 86599464, compound

HRID 854913Notes

Reaction equation

HRID 854913 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([O:20][C:21]([F:24])([F:23])[F:22])[CH:6]=[C:7]2[C:12]=1[O:11][C@H:10]([C:13]([F:16])([F:15])[F:14])[C:9]([C:17]([OH:19])=[O:18])=[CH:8]2)[CH3:2].[C:25]1([C@H:31]([NH2:33])[CH3:32])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>C(O)(C)C.CCCCCCC>[C:25]1([C@H:31]([NH2:33])[CH3:32])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[CH2:1]([C:3]1[CH:4]=[C:5]([O:20][C:21]([F:24])([F:22])[F:23])[CH:6]=[C:7]2[C:12]=1[O:11][C@H:10]([C:13]([F:16])([F:15])[F:14])[C:9]([C:17]([OH:19])=[O:18])=[CH:8]2)[CH3:2]

Participants

5

Reactant 2

HCID 6431891-Phenethylamine, (+)-HCID 11649854HCID 11649854, compound

Product 1

HCID 86599464HCID 86599464, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolCatalystHCID 8900HeptaneSolvent

Procedure

(S)-8-ethyl-6-(trifluoromethoxy)-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid prepared as in Example 21k (17.8 mg, 0.0500 mmole) and (1R)-1-phenylethanamine (12.7 uL, 0.0500 mmole) were added to a few drops of isopropanol. Heptane (0.30 mL) was then added and the solvent was allowed to slowly evaporate from the loosely capped vial. Crystals had formed in the solution after standing at room temperature for 1 day. X-ray crystal structure analysis confirmed the title compound to be the (S)-enantiomer.

Workup

  1. customto slowly evaporate from the loosely capped vial
  2. customCrystals had formed in the solution

Sources & evidence

ORD record
ord-4e749c5c0dd74ba899a2e5c03131f270
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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