Cyclopropylamine → Methyl (3-(5-(1-(cyclopropylamino)ethyl)-2-methoxypyridin-3-yl)prop-2-yn-1-yl)carbamate

HRID 922427Notes

Reaction equation

[C:1]([C:4]1[CH:5]=[C:6]([C:12]#[C:13][CH2:14][NH:15][C:16](=[O:19])[O:17][CH3:18])[C:7]([O:10][CH3:11])=[N:8][CH:9]=1)(=O)[CH3:2].[CH:20]1([NH2:23])[CH2:22][CH2:21]1>>[CH:20]1([NH:23][CH:1]([C:4]2[CH:5]=[C:6]([C:12]#[C:13][CH2:14][NH:15][C:16](=[O:19])[O:17][CH3:18])[C:7]([O:10][CH3:11])=[N:8][CH:9]=2)[CH3:2])[CH2:22][CH2:21]1

Participants

Reactant 2

HCID 69828Cyclopropylamine

HCID 89939692Methyl (3-(5-acetyl-2-methoxypyridin-3-yl)prop-2-yn-1-yl)carbamate

Product 1

HCID 89939691Methyl (3-(5-(1-(cyclopropylamino)ethyl)-2-methoxypyridin-3-yl)prop-2-yn-1-yl)carbamate

Procedure

Methyl [3-(5-acetyl-2-methoxypyridin-3-yl)prop-2-yn-1-yl]carbamate and cyclopropylamine were treated in the similar manner to Reference Example 6(6) to give methyl (3-{5-[1-(cyclopropylamino)ethyl]-2-methoxypyridin-3-yl}prop-2-yn-1-yl)carbamate [Ex(296-3)] as a colorless oil.

Sources & evidence

ORD record: ord-0e95973a2f3f4bfab74fa8ad51847864
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09278944B2

Reaction notes

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