3-Bromo-1,2-propanediol → 4-(2,3-Dihydroxypropyl)-1-[4-[1-[3-(isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]benzoyl]piperazine

HRID 582307Notes

Reaction equation

HRID 582307 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:32]=[CH:31][C:22]([C:23]([N:25]4[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]4)=[O:24])=[CH:21][CH:20]=3)=[O:18])[CH2:13][CH2:12]2)=[N:7][CH:8]=[CH:9][CH:10]=1)([CH3:3])[CH3:2].Br[CH2:34][CH:35]([OH:38])[CH2:36][OH:37]>>[OH:38][CH:35]([CH2:36][OH:37])[CH2:34][N:28]1[CH2:27][CH2:26][N:25]([C:23](=[O:24])[C:22]2[CH:21]=[CH:20][C:19]([C:17]([N:14]3[CH2:15][CH2:16][N:11]([C:6]4[C:5]([NH:4][CH:1]([CH3:3])[CH3:2])=[CH:10][CH:9]=[CH:8][N:7]=4)[CH2:12][CH2:13]3)=[O:18])=[CH:32][CH:31]=2)[CH2:30][CH2:29]1

Participants

3

Reactant 2

HCID 208273-Bromo-1,2-propanediolHCID 540321271-[4-[1-[3-(Isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]benzoyl]piperazine

Product 1

HCID 539691804-(2,3-Dihydroxypropyl)-1-[4-[1-[3-(isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]benzoyl]piperazineYield 71%

Procedure

By the same procedure as described in the example 23, synthesis was carried out starting with 1-[4-[1-[3-(isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]benzoyl]piperazine and using 3-bromo-1,2-propanediol. Then, the product was recrystallized using isopropanol and isopropyl ether to give the desired compound.

Workup

  1. customBy the same procedure as described in the example 23, synthesis
  2. customThen, the product was recrystallized

Sources & evidence

ORD record
ord-bd1d099554b64800ae1d9febb9d36b91
Source dataset
uspto-grants-1999_07
Patent number
US05922871

Reaction notes

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