1-Methylcyclopropanecarboxylic acid → HCID 86758483, compound

HRID 2305827Notes

Reaction equation

HRID 2305827 reaction equation
[CH3:1][C:2]1([C:5]([OH:7])=O)[CH2:4][CH2:3]1.[CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][C:9]=1[C@H:18]([NH2:20])[CH3:19]>>[CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][C:9]=1[C@H:18]([NH:20][C:5]([C:2]1([CH3:1])[CH2:4][CH2:3]1)=[O:7])[CH3:19]

Participants

3

Reactant 2

HCID 813261-Methylcyclopropanecarboxylic acidHCID 1798835(1R)-1-(naphthalen-2-yl)ethan-1-amine

Product 1

HCID 86758483HCID 86758483, compoundYield 76%

Procedure

Similarly to Example 1d), 1.5 g (15 mmol) of 1-methylcyclopropane-1-carboxylic acid were reacted with 2.6 g (15 mmol) of (1R)-1-naphth-2-ylethylamine to give the title compound. The product was isolated, after purification by silica gel chromatography (mobile phase: cyclohexane/ethyl acetate gradient), as a white solid (2.9 g; 76% yield, melting point 91° C.).

Sources & evidence

ORD record
ord-c8fa809c3c654bd1b922830bef877f2b
Source dataset
uspto-grants-2002_08
Patent number
US06441044B1

Reaction notes

Loading…