1-Phenethylamine → HCID 9804149, compound

HRID 2182188Notes

Reaction equation

HRID 2182188 reaction equation
C1(C(N)C)C=CC=CC=1.[CH:10]1[C:23]2[N:22]([CH2:24][CH2:25][O:26][C:27]3[CH:32]=[CH:31][C:30]([CH2:33][CH:34]([O:38][CH2:39][CH3:40])[C:35]([OH:37])=[O:36])=[CH:29][CH:28]=3)[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[S:15][C:14]=2[CH:13]=[CH:12][CH:11]=1>C1(C)C=CC=CC=1>[C:21]1([NH:22][CH2:23][CH3:14])[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1.[CH:10]1[C:23]2[N:22]([CH2:24][CH2:25][O:26][C:27]3[CH:28]=[CH:29][C:30]([CH2:33][CH:34]([O:38][CH2:39][CH3:40])[C:35]([OH:37])=[O:36])=[CH:31][CH:32]=3)[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[S:15][C:14]=2[CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 2

HCID 74081-PhenethylamineHCID 9804149HCID 9804149, compound

Product 2

HCID 7670N-EthylanilineHCID 9804149HCID 9804149, compoundYield 240.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1-Phenyl ethylamine (0.27 g, 2.29 mmol) was added to toluene (20 ml) solution of (−)-3-[4-[2-(phenothiazin-10-yl)ethoxy]phenyl]-2-ethoxypropanoic acid (1.0 g, 2.29 mmol). The clear reaction solution was stirred for 2 h at ambient temperature and the salt thus obtained was filtered to yield phenyl ethylamine salt of (−)-3-[4-[2-(phenothiazin-10-yl)ethoxy]phenyl]-2-ethoxypropanoic acid (1.2 g, yield: 94.5%, mp: 140-142° C.; chemical purity: 98.12%, chiral purity: 99.69%(−), 2.95 %(+) by HPLC).

Workup

  1. customthe salt thus obtained
  2. filtrationwas filtered

Sources & evidence

ORD record
ord-0eb43cc52bd142008ef47228b694241d
Source dataset
uspto-grants-2005_05
Patent number
US06897199B2

Reaction notes

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