2-Chloro-3-(trifluoromethyl)benzoic acid → HCID 73673066, compound

HRID 512389Notes

Reaction equation

HRID 512389 reaction equation
[Cl:1][C:2]1[C:10]([C:11]([F:14])([F:13])[F:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[CH:15]1([CH2:18][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])[CH2:17][CH2:16]1>>[Cl:1][C:2]1[C:10]([C:11]([F:14])([F:13])[F:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:21][CH2:20][CH:19]([C:22]1[CH:23]=[N:24][C:25]([C:28]([F:31])([F:29])[F:30])=[CH:26][CH:27]=1)[CH2:18][CH:15]1[CH2:16][CH2:17]1)=[O:6]

Participants

3

Reactant 2

HCID 27366772-Chloro-3-(trifluoromethyl)benzoic acidHCID 867162843-Cyclopropyl-2-(6-trifluoromethyl-pyridin-3-yl)-propylamine

Product 1

HCID 73673066HCID 73673066, compound

Procedure

The racemic mixture which was prepared in a similar manner to example 3a from 2-chloro-3-trifluoromethylbenzoic acid and 3-cycl opropyl-2-(6-trifluoromethyl-pyridin-3-yl)-propylamine was separated into the two enantiomers by preparative SFC to yield the title compound. LCMS (MH+): m/z=451.1, tR (minutes, Method G)=3.11. [α]D20=+26.0 (c=2.0 mg/mL,CHCl3)

Workup

  1. customwas separated into the two enantiomers by preparative SFC

Sources & evidence

ORD record
ord-c215bf6676e843339087530d7bc6c1f7
Source dataset
uspto-grants-2015_08
Patent number
US09102591B2

Reaction notes

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