2,3-Dichlorobenzoic acid → HCID 86716375, compound

HRID 512415Notes

Reaction equation

HRID 512415 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[F:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([C:22]2[CH:23]=[N:24][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:26][CH:27]=2)[CH2:20][NH2:21])=[CH:15][CH:14]=1>>[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:21][CH2:20][CH:19]([C:16]1[CH:15]=[CH:14][C:13]([F:12])=[CH:18][CH:17]=1)[C:22]1[CH:23]=[N:24][C:25]([C:28]([F:31])([F:29])[F:30])=[CH:26][CH:27]=1)=[O:6]

Participants

3

Reactant 2

HCID 57652,3-Dichlorobenzoic acidHCID 86716376HCID 86716376, compound

Product 1

HCID 86716375HCID 86716375, compound

Procedure

The racemic mixture which was prepared in a similar manner to example 3a from 2,3-dichlorobenzoic acid and 2-(4-fluorophenyl)-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=457.0, tR (minutes, Method G)=3.02. [α]D20=+4.17 (c=3.04 mg/mL,CHCl3) And the corresponding enantiomer

Workup

  1. customwas separated into the two enantiomers by preparative SFC

Sources & evidence

ORD record
ord-3ee044c10feb4fffa122bea8ab6e5a13
Source dataset
uspto-grants-2015_08
Patent number
US09102591B2

Reaction notes

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