2,4-Dichlorobenzoic Acid → HCID 86716453, compound

HRID 512436Notes

Reaction equation

HRID 512436 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[F:12][CH:13]([F:31])[C:14]1[N:19]=[CH:18][C:17]([CH:20]([CH2:23][C:24]2([C:27]([F:30])([F:29])[F:28])[CH2:26][CH2:25]2)[CH2:21][NH2:22])=[CH:16][N:15]=1>>[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH:22][CH2:21][CH:20]([C:17]1[CH:16]=[N:15][C:14]([CH:13]([F:31])[F:12])=[N:19][CH:18]=1)[CH2:23][C:24]1([C:27]([F:30])([F:28])[F:29])[CH2:26][CH2:25]1)=[O:6]

Participants

3

Reactant 2

HCID 57872,4-Dichlorobenzoic AcidHCID 86716452HCID 86716452, compound

Product 1

HCID 86716453HCID 86716453, compound

Procedure

The racemic mixture which was prepared in a similar manner to example 3a from 2,4-dichlorobenzoic 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=468.0, tR (minutes, Method F)=3.14. [α]D20=+32.40 (c=3.15 mg/mL,CHCl3)

Workup

  1. customwas separated into the two enantiomers by preparative SFC

Sources & evidence

ORD record
ord-f828432ad1ab4ce4bcc3b071b9a62ad9
Source dataset
uspto-grants-2015_08
Patent number
US09102591B2

Reaction notes

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