2-Chlorobenzoic Acid → HCID 86716446, compound

HRID 512390Notes

Reaction equation

HRID 512390 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[CH3:11][C:12]1[N:17]=[CH:16][C:15]([CH:18]([CH2:21][C:22]2([C:25]([F:28])([F:27])[F:26])[CH2:24][CH2:23]2)[CH2:19][NH2:20])=[CH:14][N: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:16]=[N:17][C:12]([CH3:11])=[N:13][CH:14]=1)[CH2:21][C:22]1([C:25]([F:26])([F:27])[F:28])[CH2:24][CH2:23]1)=[O:6]

Participants

3

Reactant 2

HCID 83742-Chlorobenzoic AcidHCID 86716299HCID 86716299, compound

Product 1

HCID 86716446HCID 86716446, compound

Procedure

The racemic mixture which was prepared in a similar manner to example 3a from 2-chlorobenzoic acid and 2-(2-methyl-pyrimidin-5-yl)-3-(1-trifluoromethyl-cycl opropyl)-propylamine was separated into the two enantiomers by preparative SFC to yield the title compound. LCMS (MH+): m/z=398.1, tR (minutes, Method F)=2.55. [α]D20=−25.5 (c=5.1 mg/mL,CHCl3)

Workup

  1. customwas separated into the two enantiomers by preparative SFC

Sources & evidence

ORD record
ord-a87c2fa945ec41efba6ae23bc9e6bd45
Source dataset
uspto-grants-2015_08
Patent number
US09102591B2

Reaction notes

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