Dimethylamine, hydrochloride → 3-(5-Dimethylcarbamoyl-pent-1-ynyl)-N-(2-hydroxy-1-methyl-ethyl)benzamide

HRID 2067166Notes

Reaction equation

HRID 2067166 reaction equation
[OH:1][CH2:2][CH:3]([NH:5][C:6]([C:8]1[CH:9]=[C:10]([C:14]#[C:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=O)[CH:11]=[CH:12][CH:13]=1)=[O:7])[CH3:4].Cl.[CH3:23][NH:24][CH3:25]>>[CH3:23][N:24]([CH3:25])[C:19]([CH2:18][CH2:17][CH2:16][C:15]#[C:14][C:10]1[CH:9]=[C:8]([CH:13]=[CH:12][CH:11]=1)[C:6]([NH:5][CH:3]([CH3:4])[CH2:2][OH:1])=[O:7])=[O:21]

Participants

3

Reactant 2

HCID 10473Dimethylamine, hydrochlorideHCID 113582156-[3-(2-Hydroxy-1-methyl-ethylcarbamoyl)phenyl]-hex-5-ynoic acid

Product 1

HCID 113015293-(5-Dimethylcarbamoyl-pent-1-ynyl)-N-(2-hydroxy-1-methyl-ethyl)benzamideYield 96%

Procedure

6-[3-(2-Hydroxy-1-methyl-ethylcarbamoyl)phenyl]-hex-5-ynoic acid (4) (0.109 g, 0.377 mmol) was reacted using method C with dimethylamine hydrochloride to obtain 8 (0.115 g, 0.363 mmol; 96% yield).

Workup

  1. customto obtain 8 (0.115 g, 0.363 mmol; 96% yield)

Sources & evidence

ORD record
ord-fd2abcfcc7454c37b2620786151b1c20
Source dataset
uspto-grants-2012_10
Patent number
US08293796B2

Reaction notes

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