Pyridine → N-[(1R,2S,4S)-Bornyl]-2-quinoxalinecarboxamide

HRID 1826879Notes

Reaction equation

HRID 1826879 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[CH:3][C:2]=1[C:11](Cl)=[O:12].[C@:14]12([CH3:24])[C:20]([CH3:22])([CH3:21])[CH:17]([CH2:18][CH2:19]1)[CH2:16][CH:15]2[NH2:23].N1C=CC=CC=1>O>[C@:14]12([CH3:24])[C:20]([CH3:21])([CH3:22])[C@@H:17]([CH2:18][CH2:19]1)[CH2:16][C@@H:15]2[NH:23][C:11]([C:2]1[CH:3]=[N:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[N:1]=1)=[O:12]

Participants

5

Reactant 3

HCID 1049PyridineHCID 211083(R)-bornylamineHCID 2734681Quinoxaline-2-carbonyl chloride

Product 1

HCID 22956897N-[(1R,2S,4S)-Bornyl]-2-quinoxalinecarboxamideYield 50.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Prepared from 2-quinoxaloyl chloride (193 mg, 1.0 mmol), (R)-(+)-bornylamine (138 mg, 0.90 mmol), pyridine (5 mL), and water (50 mL) yielding 140 mg (50%) of (150):

Sources & evidence

ORD record
ord-57f5b53c5e8e4cd4b869b0ea13078c94
Source dataset
uspto-grants-2006_05
Patent number
US07053104B2

Reaction notes

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