1-Phenethylamine, (+)- → HCID 86599451, compound

HRID 854880Notes

Reaction equation

HRID 854880 reaction equation
[CH2:1]([C:8]1[CH:17]=[C:16]2[C:11]([CH:12]=[C:13]([C:22]([OH:24])=[O:23])[C@H:14]([C:18]([F:21])([F:20])[F:19])[O:15]2)=[CH:10][C:9]=1[Cl:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:26][C@@H:27]([NH2:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C(OCC)(=O)C.CCCCCC>[C:28]1([C@H:27]([NH2:34])[CH3:26])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.[CH2:1]([C:8]1[CH:17]=[C:16]2[C:11]([CH:12]=[C:13]([C:22]([OH:24])=[O:23])[C@H:14]([C:18]([F:20])([F:21])[F:19])[O:15]2)=[CH:10][C:9]=1[Cl:25])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6431891-Phenethylamine, (+)-HCID 58934667HCID 58934667, compound

Product 1

HCID 86599451HCID 86599451, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

(2R)-7-benzyl-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid from Example 91 (50 mg, 0.135 mmole) was dissolved into 1% Ethyl Acetate/Hexane (2 mL). (R)-(+)-α-methylbenzylamine (0.017 mL, 0.135 mmole) was added and the solution was allowed to stand at room temperature for 1 week until crystals appeared. Absolute configuration was determined by small molecule x-ray diffraction.

Workup

  1. waitto stand at room temperature for 1 week until crystals

Sources & evidence

ORD record
ord-0d0fe97720874c9ca20030452bffc930
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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