2,3-Dichlorobenzoic acid → HCID 86716370, compound

HRID 512410Notes

Reaction equation

HRID 512410 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.[O:12]1[CH2:17][CH2:16][CH:15]([CH:18]([C:21]2[CH:22]=[N:23][C:24]([C:27]([F:30])([F:29])[F:28])=[N:25][CH:26]=2)[CH2:19][NH2:20])[CH2:14][CH2:13]1>>[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:20][CH2:19][CH:18]([CH:15]1[CH2:16][CH2:17][O:12][CH2:13][CH2:14]1)[C:21]1[CH:22]=[N:23][C:24]([C:27]([F:29])([F:30])[F:28])=[N:25][CH:26]=1)=[O:6]

Participants

3

Reactant 2

HCID 57652,3-Dichlorobenzoic acidHCID 86716371HCID 86716371, compound

Product 1

HCID 86716370HCID 86716370, compound

Procedure

The racemic mixture which was prepared in a similar manner to example 3a from 2,3-dichlorobenzoic acid and 2-(tetrahydro-2H-pyran-4-yl)-2-(2-(trifluoromethyl)pyrimidin-5-yl)ethanamine was separated into the two enantiomers by preparative SFC to yield the title compound. LCMS (M+): m/z=448.0, tR (minutes, Method F)=2.72. [α]D20=+42.52 (c=3.8 mg/mL,CHCl3)

Workup

  1. customwas separated into the two enantiomers by preparative SFC

Sources & evidence

ORD record
ord-e868ff1e9ed143a3ac4714f610187073
Source dataset
uspto-grants-2015_08
Patent number
US09102591B2

Reaction notes

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