2-Chlorobenzoic Acid → HCID 86716377, compound

HRID 512416Notes

Reaction equation

HRID 512416 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[F:11][C:12]1[CH:17]=[CH:16][C:15]([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:14][CH:13]=1>>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:20][CH2:19][CH:18]([C:15]1[CH:14]=[CH:13][C:12]([F:11])=[CH:17][CH:16]=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 83742-Chlorobenzoic AcidHCID 86716376HCID 86716376, compound

Product 1

HCID 86716377HCID 86716377, compound

Procedure

The racemic mixture which was prepared in a similar manner to example 3a from 2-chlorobenzoic 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=423.1, tR (minutes, Method G)=2.58. [α]D20=+18.1 (c=5.22 mg/mL,CHCl3) And the corresponding enantiomer

Workup

  1. customwas separated into the two enantiomers by preparative SFC

Sources & evidence

ORD record
ord-a7680686ac7645ed9a68e34179a77845
Source dataset
uspto-grants-2015_08
Patent number
US09102591B2

Reaction notes

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