2,3-Dichlorobenzoic acid → HCID 86716358, compound

HRID 512403Notes

Reaction equation

HRID 512403 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[CH3:12][C:13]1[N:18]=[CH:17][C:16]([CH:19]([CH:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[CH2:20][NH2:21])=[CH:15][N:14]=1>>[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:21][CH2:20][CH:19]([C:16]1[CH:17]=[N:18][C:13]([CH3:12])=[N:14][CH:15]=1)[CH:22]1[CH2:23][CH2:24][O:25][CH2:26][CH2:27]1)=[O:6]

Participants

3

Reactant 2

HCID 57652,3-Dichlorobenzoic acidHCID 86716357HCID 86716357, compound

Product 1

HCID 86716358HCID 86716358, compound

Procedure

The racemic mixture which was prepared in a similar manner to example 3a from 2,3-dichlorobenzoic acid and 2-(2-methylpyrimidin-5-yl)-2-(tetrahydro-2H-pyran-4-yl)ethanamine was separated into the two enantiomers by preparative SFC to yield the title compound LCMS (MH+): m/z=394.1, tR (minutes, Method F)=1.88. [α]D20=+57.50 (c=2.0 mg/mL,CHCl3)

Workup

  1. customwas separated into the two enantiomers by preparative SFC

Sources & evidence

ORD record
ord-bfe4c69280ce4ae49bc82e2fc502788d
Source dataset
uspto-grants-2015_08
Patent number
US09102591B2

Reaction notes

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