2-(Ethylamino)ethanol → 5-[N-ethyl-N-(2-hydroxyethyl)carbamoyl]-2-[1-[3-(isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]pyridine

HRID 381358Notes

Reaction equation

HRID 381358 reaction equation
[CH:1]([NH:4][C:5]1[C:6]([N:11]2[CH2:16][CH2:15][N:14]([C:17]([C:19]3[CH:27]=[CH:26][C:22]([C:23](O)=[O:24])=[CH:21][N:20]=3)=[O:18])[CH2:13][CH2:12]2)=[N:7][CH:8]=[CH:9][CH:10]=1)([CH3:3])[CH3:2].[CH2:28]([NH:30][CH2:31][CH2:32][OH:33])[CH3:29]>>[CH2:28]([N:30]([CH2:31][CH2:32][OH:33])[C:23]([C:22]1[CH:26]=[CH:27][C:19]([C:17]([N:14]2[CH2:15][CH2:16][N:11]([C:6]3[C:5]([NH:4][CH:1]([CH3:2])[CH3:3])=[CH:10][CH:9]=[CH:8][N:7]=3)[CH2:12][CH2:13]2)=[O:18])=[N:20][CH:21]=1)=[O:24])[CH3:29]

Participants

3

Reactant 2

HCID 80722-(Ethylamino)ethanolHCID 183628186-[1-[3-(Isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]nicotinic acid

Product 1

HCID 183628505-[N-ethyl-N-(2-hydroxyethyl)carbamoyl]-2-[1-[3-(isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]pyridineYield 74%

Procedure

By the same procedure as described in the example 1, synthesis was carried out starting with 6-[1-[3-(isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]nicotinic acid and using 2-(ethylamino)ethanol. And then, the product was recrystallized with isopropanol and hexane to give a desired compound.

Workup

  1. customBy the same procedure as described in the example 1, synthesis
  2. customAnd then, the product was recrystallized with isopropanol and hexane

Sources & evidence

ORD record
ord-ab7586601af846aa8d820bd907c1425a
Source dataset
uspto-grants-2001_10
Patent number
US06306860B1

Reaction notes

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