2,3-Dichlorobenzoic acid → HCID 86716450, compound

HRID 512434Notes

Reaction equation

HRID 512434 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.[F:12][CH:13]([F:28])[C:14]1[N:19]=[CH:18][C:17]([CH:20]([CH2:23][C:24]2([F:27])[CH2:26][CH2:25]2)[CH2:21][NH2:22])=[CH:16][N:15]=1>>[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:22][CH2:21][CH:20]([C:17]1[CH:18]=[N:19][C:14]([CH:13]([F:28])[F:12])=[N:15][CH:16]=1)[CH2:23][C:24]1([F:27])[CH2:26][CH2:25]1)=[O:6]

Participants

3

Reactant 2

HCID 57652,3-Dichlorobenzoic acidHCID 86716448HCID 86716448, compound

Product 1

HCID 86716450HCID 86716450, compound

Procedure

The racemic mixture which was prepared in a similar manner to example 3a from 2,3-dichlorobenzoic acid and 2-(2-(difluoromethyl)pyrimidin-5-yl)-3-(1-fluorocyclopropyl)propan-1-amine was separated into the two enantiomers by preparative SFC to yield the title compound. LCMS (MH+): m/z=418.1, tR (minutes, Method F)=2.89. [α]D20=+21.70 (c=3.00 mg/mL,CHCl3)

Workup

  1. customwas separated into the two enantiomers by preparative SFC

Sources & evidence

ORD record
ord-dbee36925c054a2d86b49ccc25f85595
Source dataset
uspto-grants-2015_08
Patent number
US09102591B2

Reaction notes

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