3,4-Dimethylaniline → HCID 44546501, compound

HRID 1094414Notes

Reaction equation

HRID 1094414 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]=[CH2:9])=[N:6][CH:7]=1.[CH3:10][C:11]1[CH:12]=[C:13]([CH:15]=[CH:16][C:17]=1[CH3:18])[NH2:14].C([O:22][C:23](=O)[C@H:24]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[OH:25])(=O)C>>[CH3:10][C:11]1[CH:12]=[C:13]([N:14]([CH2:9][CH2:8][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][N:6]=2)[C:23](=[O:22])[C@@H:24]([OH:25])[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:15]=[CH:16][C:17]=1[CH3:18]

Participants

4

Reactant 3

HCID 72483,4-DimethylanilineHCID 666374272-Ethenyl-5-fluoropyridineHCID 87431886acetyl (2S)-2-hydroxy-2-phenylacetate

Product 1

HCID 44546501HCID 44546501, compound

Procedure

In analogy to example 25 step 1 and 26 step 1-2, (3,4-dimethyl-phenyl)-[2-(5-fluoro-pyridin-2-yl)-ethyl]-amine obtained by reacting 5-Fluoro-2-vinyl-pyridine (CAS: 869108-71-4) with 3,4-dimethylaniline was coupled with (S)-(+)-O-acetyl-L-mandelic acid then hydrolysed to provide the title compound. MS(m/e): 379.3 [M+H]+.

Sources & evidence

ORD record
ord-8cfe554ec98e41caa73095a30adb62d3
Source dataset
uspto-grants-2012_03
Patent number
US08133909B2

Reaction notes

Loading…