Methylamine → N-Methyl 6-((2R)-2-hydroxy-4-(3-pyridyl)-1-butoxy)naphthalen-2-yloxyacetamide

HRID 1600965Notes

Reaction equation

HRID 1600965 reaction equation
C[O:2][C:3](=O)[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:16][CH2:17][C@H:18]([OH:27])[CH2:19][CH2:20][C:21]3[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=3)[CH:12]=2)[CH:7]=1.[CH3:29][NH2:30]>CO>[CH3:29][NH:30][C:3](=[O:2])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:16][CH2:17][C@H:18]([OH:27])[CH2:19][CH2:20][C:21]3[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=3)[CH:12]=2)[CH:7]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 541642626-((2R)-2-Hydroxy-4-(3-pyridyl)-1-butoxy)naphthalen-2-yloxyacetic acid methyl ester

Product 1

HCID 54489683N-Methyl 6-((2R)-2-hydroxy-4-(3-pyridyl)-1-butoxy)naphthalen-2-yloxyacetamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 6-((2R)-2-hydroxy-4-(3-pyridyl)-1-butoxy)naphthalen-2-yloxyacetic acid methyl ester (0.215 g) in methanol (10 ml) was saturated with methylamine gas. After 16 hours the crystalline product was collected by filtration and dried under vacuum to give the title compound as a solid (0.10 g).

Workup

  1. filtrationAfter 16 hours the crystalline product was collected by filtration
  2. customdried under vacuum

Sources & evidence

ORD record
ord-4865a5ec60584353a5005cd9bbf9ff21
Source dataset
uspto-grants-1999_11
Patent number
US05977105

Reaction notes

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