2-Chlorobenzoic Acid → HCID 86716372, compound

HRID 512411Notes

Reaction equation

HRID 512411 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[O:11]1[CH2:16][CH2:15][CH:14]([CH:17]([C:20]2[CH:21]=[N:22][C:23]([C:26]([F:29])([F:28])[F:27])=[N:24][CH:25]=2)[CH2:18][NH2:19])[CH2:13][CH2:12]1>>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:19][CH2:18][CH:17]([CH:14]1[CH2:15][CH2:16][O:11][CH2:12][CH2:13]1)[C:20]1[CH:21]=[N:22][C:23]([C:26]([F:28])([F:29])[F:27])=[N:24][CH:25]=1)=[O:6]

Participants

3

Reactant 2

HCID 83742-Chlorobenzoic AcidHCID 86716371HCID 86716371, compound

Product 1

HCID 86716372HCID 86716372, compound

Procedure

The racemic mixture which was prepared in a similar manner to example 3a from 2-chlorobenzoic 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 (MH+): m/z=414.1, tR (minutes, Method F)=2.54. [α]D20=+38.57 (c=2.80 mg/mL,CHCl3)

Workup

  1. customwas separated into the two enantiomers by preparative SFC

Sources & evidence

ORD record
ord-5dc9dc9950c940989c9ee906d4de57f5
Source dataset
uspto-grants-2015_08
Patent number
US09102591B2

Reaction notes

Loading…