2,6-Dichlorobenzoic acid → HCID 86716424, compound

HRID 512414Notes

Reaction equation

HRID 512414 reaction equation
Cl[C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([OH:6])=O.[C:12]1([CH:18]([C:21]2[CH:22]=[N:23][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:25][CH:26]=2)[CH2:19][NH2:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[Cl:11][C:7]1[CH:8]=[CH:9][CH:10]=[CH:2][C:3]=1[C:4]([NH:20][CH2:19][CH:18]([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[C:21]1[CH:22]=[N:23][C:24]([C:27]([F:30])([F:28])[F:29])=[CH:25][CH:26]=1)=[O:6]

Participants

3

Reactant 2

HCID 57582,6-Dichlorobenzoic acidHCID 86716422HCID 86716422, compound

Product 1

HCID 86716424HCID 86716424, compound

Procedure

The racemic mixture which was prepared in a similar manner to example 3a from 2,6-dichlorobenzoic acid and 2-phenyl-2-(6-(trifluoromethyl)pyridin-3-yl)ethanamine was separated into the two enantiomers by preparative SFC to yield the title compound. LCMS (MH+): m/z=439.1, tR (minutes, Method G)=2.76. [α]D20=+3.18 (c=6.38 mg/mL,CHCl3)

Workup

  1. customwas separated into the two enantiomers by preparative SFC

Sources & evidence

ORD record
ord-65ccedc295f646499f7edc049ec6d288
Source dataset
uspto-grants-2015_08
Patent number
US09102591B2

Reaction notes

Loading…