2-Chlorobenzoic Acid → HCID 86716447, compound

HRID 512432Notes

Reaction equation

HRID 512432 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[F:11][CH:12]([F:27])[C:13]1[N:18]=[CH:17][C:16]([CH:19]([CH2:22][C:23]2([F:26])[CH2:25][CH2:24]2)[CH2:20][NH2:21])=[CH:15][N:14]=1>>[Cl:1][C:2]1[CH:10]=[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]([CH:12]([F:27])[F:11])=[N:14][CH:15]=1)[CH2:22][C:23]1([F:26])[CH2:25][CH2:24]1)=[O:6]

Participants

3

Reactant 2

HCID 83742-Chlorobenzoic AcidHCID 86716448HCID 86716448, compound

Product 1

HCID 86716447HCID 86716447, compound

Procedure

The racemic mixture which was prepared in a similar manner to example 3a from 2-chlorobenzoic 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=384.1, tR (minutes, Method F)=2.72. [α]D20=+21.30 (c=2.39 mg/mL,CHCl3)

Workup

  1. customwas separated into the two enantiomers by preparative SFC

Sources & evidence

ORD record
ord-a7ee786425994cea84a01e57a337a84d
Source dataset
uspto-grants-2015_08
Patent number
US09102591B2

Reaction notes

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