2,6-Dichlorobenzoic acid → HCID 73673190, compound

HRID 512399Notes

Reaction equation

HRID 512399 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([OH:6])=O.[CH:12]1([CH2:15][CH:16]([C:19]2[CH:20]=[N:21][C:22]([CH3:25])=[N:23][CH:24]=2)[CH2:17][NH2:18])[CH2:14][CH2:13]1>>[Cl:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:2]([Cl:1])[C:3]=1[C:4]([NH:18][CH2:17][CH:16]([C:19]1[CH:24]=[N:23][C:22]([CH3:25])=[N:21][CH:20]=1)[CH2:15][CH:12]1[CH2:14][CH2:13]1)=[O:6]

Participants

3

Reactant 2

HCID 57582,6-Dichlorobenzoic acidHCID 86716309HCID 86716309, compound

Product 1

HCID 73673190HCID 73673190, compound

Procedure

The racemic mixture which was prepared in a similar manner to example 3a from 2,6-dichlorobenzoic acid and 3-cyclopropyl-2-(2-methylpyrimidin-5-yl)propan-1-amine was separated into the two enantiomers by preparative SFC to yield the title compound. LCMS (MH+): m/z=364.1, tR (minutes, Method F)=2.43. [α]D20=+15.42 (c=2.4 mg/mL,CHCl3)

Workup

  1. customwas separated into the two enantiomers by preparative SFC

Sources & evidence

ORD record
ord-e223603478f74449b65a1b41ae5fcbf5
Source dataset
uspto-grants-2015_08
Patent number
US09102591B2

Reaction notes

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