2-(3-Acetyl-phenoxy)-nicotinic acid → (S)-(-)-2-(3-Acetyl-phenoxy)-N-(4-(1-hydroxy-ethyl)-benzyl)-nicotinamide

HRID 844088Notes

Reaction equation

HRID 844088 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH:17]=[CH:18][CH:19]=1)[O:7][C:8]1[N:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=O)(=[O:3])[CH3:2].[NH2:20][CH2:21][CH:22]1[CH2:27][CH2:26][CH:25]([C@@H:28]([OH:30])[CH3:29])[CH2:24][CH2:23]1>C(Cl)(Cl)Cl>[C:1]([C:4]1[CH:5]=[C:6]([CH:17]=[CH:18][CH:19]=1)[O:7][C:8]1[N:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10]([NH:20][CH2:21][C:22]1[CH:27]=[CH:26][C:25]([C@@H:28]([OH:30])[CH3:29])=[CH:24][CH:23]=1)=[O:12])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 122026462-(3-Acetyl-phenoxy)-nicotinic acidHCID 54376569(S)-(-)-1-(4-Aminomethyl-cyclohexyl)-ethanol

Product 1

HCID 54493464(S)-(-)-2-(3-Acetyl-phenoxy)-N-(4-(1-hydroxy-ethyl)-benzyl)-nicotinamide

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Prepared from 2-(3-Acetyl-phenoxy)-nicotinic acid and (S)-(−)-1-(4-Aminomethyl-cyclohexyl)-ethanol. mp 102-4° C. αD (CHCl3) −13.8°.

Sources & evidence

ORD record
ord-db19eda0e6a44d62ab5f75cce9a3cd10
Source dataset
uspto-grants-2002_04
Patent number
US06380218B1

Reaction notes

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