2-Amino-1-butanol, (+)- → 1-[N-[(1S)-1-Ethyl-2-hydroxyethyl]carbamoyl]-4-[1-[3-(isopropylamino)-2-pyridyl] piperazin-4-yl-carbonyl]benzene

HRID 582312Notes

Reaction equation

HRID 582312 reaction equation
CO[C:3](=[O:28])[C:4]1[CH:9]=[CH:8][C:7]([C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]3[C:23]([NH:24][CH:25]([CH3:27])[CH3:26])=[CH:22][CH:21]=[CH:20][N:19]=3)[CH2:14][CH2:13]2)=[O:11])=[CH:6][CH:5]=1.[NH2:29][C@@H:30]([CH2:33][CH3:34])[CH2:31][OH:32]>>[CH2:33]([C@H:30]([NH:29][C:3]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([N:12]2[CH2:13][CH2:14][N:15]([C:18]3[C:23]([NH:24][CH:25]([CH3:26])[CH3:27])=[CH:22][CH:21]=[CH:20][N:19]=3)[CH2:16][CH2:17]2)=[O:11])=[CH:6][CH:5]=1)=[O:28])[CH2:31][OH:32])[CH3:34]

Participants

3

Reactant 2

HCID 1200842-Amino-1-butanol, (+)-HCID 537116704-[1-[3-(Isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]benzoic acid methyl ester

Product 1

HCID 213102301-[N-[(1S)-1-Ethyl-2-hydroxyethyl]carbamoyl]-4-[1-[3-(isopropylamino)-2-pyridyl] piperazin-4-yl-carbonyl]benzeneYield 79%

Procedure

By the same procedure as described in the example 31, synthesis was carried out starting with 4-[1-[3-(isopropylamino)-2-pyridyl]piperazin4-yl-carbonyl]benzoic acid methyl ester and using (S)-(+)-2-amino-1-butanol. Then, the product was recrystallized using acetonitrile and isopropyl ether to give the desired compound.

Workup

  1. customBy the same procedure as described in the example 31, synthesis
  2. customThen, the product was recrystallized

Sources & evidence

ORD record
ord-c32d4c7b4e0a4aa0af52381928123775
Source dataset
uspto-grants-1999_07
Patent number
US05922871

Reaction notes

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