Diisopropylethylamine → HCID 20364527, compound

HRID 1678888Notes

Reaction equation

HRID 1678888 reaction equation
[C:1]1([CH2:7][N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][N:16]3[CH:25]([OH:26])[C:24]4[CH:27]=[CH:28][CH:29]=[C:22]5[C:23]=4[C:18](=[CH:19][CH:20]=[CH:21]5)[C:17]3=[O:30])[CH2:10][CH2:9]2)C=C[CH:4]=[CH:3][CH:2]=1.[N:31]1C=CC=CC=1N1CCNCC1.C(N(C(C)C)CC)(C)C>C1(C)C=CC=CC=1>[N:31]1[CH:4]=[CH:3][CH:2]=[CH:1][C:7]=1[N:8]1[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][N:16]2[C:17](=[O:30])[C:18]3[CH:19]=[CH:20][CH:21]=[C:22]4[C:23]=3[C:24](=[CH:27][CH:28]=[CH:29]4)[C:25]2=[O:26])[CH2:12][CH2:13]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 944591-(2-Pyridyl)piperazineHCID 20364521HCID 20364521, compound

Product 1

HCID 20364527HCID 20364527, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

10 g. (0.025 moles) of the ester from example 1 (b), 4.1 g. (0.025 moles) of 1-(2-pyridinyl)piperazine and 3.27 g. (0.0253 moles) of diisopropylethylamine are refluxed in 300 ml. of toluene for 3.5 hours. The toluene is evaporated and the residue is dissolved in chloroform and washed with water (all aqueous layers are backwashed). The chloroform is evaporated and the residue is recrystallized from chloroform/ethanol to yield 2-[2-[4-(2-pyridyl)-1-piperazinyl]ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione; m.p. 188°-190°.

Workup

  1. customThe toluene is evaporated
  2. dissolutionthe residue is dissolved in chloroform
  3. washwashed with water (all aqueous layers
  4. customThe chloroform is evaporated
  5. customthe residue is recrystallized from chloroform/ethanol

Sources & evidence

ORD record
ord-3362d5da4175428fb3eaa4de0dcda94a
Source dataset
uspto-grants-1978_03
Patent number
US04077958

Reaction notes

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