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

HRID 844089Notes

Reaction equation

HRID 844089 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 54376570(R)-(+)-1-(4-Aminomethyl-cyclohexyl)-ethanol

Product 1

HCID 54493465(R)-(+)-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 (R)-(+)-1-(4-Aminomethyl-cyclohexyl)-ethanol. mp 104-6° C. αD (CHCl3) +14.0°.

Sources & evidence

ORD record
ord-a12372191f0c4ec6b2591a40d51faac1
Source dataset
uspto-grants-2002_04
Patent number
US06380218B1

Reaction notes

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