2-Chlorobenzoic Acid → HCID 86716451, compound

HRID 512435Notes

Reaction equation

HRID 512435 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][CH:12]([F:30])[C:13]1[N:18]=[CH:17][C:16]([CH:19]([CH2:22][C:23]2([C:26]([F:29])([F:28])[F:27])[CH2:25][CH2:24]2)[CH2:20][NH2:21])=[CH:15][N:14]=1>>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:21][CH2:20][CH:19]([C:16]1[CH:15]=[N:14][C:13]([CH:12]([F:30])[F:11])=[N:18][CH:17]=1)[CH2:22][C:23]1([C:26]([F:29])([F:27])[F:28])[CH2:25][CH2:24]1)=[O:6]

Participants

3

Reactant 2

HCID 83742-Chlorobenzoic AcidHCID 86716452HCID 86716452, compound

Product 1

HCID 86716451HCID 86716451, compound

Procedure

The racemic mixture which was prepared in a similar manner to example 3a from 2-chlorobenzoic acid and 2-(2-(difluoromethyl)pyrimidin-5-yl)-3-(1-(trifluoromethyl)cyclopropyl)propan-1-amine was separated into the two enantiomers by preparative SFC to yield the title compound. LCMS (MH+): m/z=434.0, tR (minutes, Method F)=2.42. [α]D20=+25.30 (c=3.75 mg/mL,CHCl3)

Workup

  1. customwas separated into the two enantiomers by preparative SFC

Sources & evidence

ORD record
ord-283fecb29eaf4730bf1a5c804600c3aa
Source dataset
uspto-grants-2015_08
Patent number
US09102591B2

Reaction notes

Loading…