1-Ethylpiperazine → HCID 86667175, compound

HRID 528774Notes

Reaction equation

HRID 528774 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1)[CH3:2].[CH3:9][N:10]1[CH2:30][CH2:29][C:14]2=[C:15]([N:22]3[CH2:25][CH:24]([C:26](O)=[O:27])[CH2:23]3)[N:16]3[C:20]([N:21]=[C:13]2[CH2:12][CH2:11]1)=[CH:19][CH:18]=[N:17]3.CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>CN(C=O)C>[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:15]2([N:22]3[CH2:25][CH:24]([CH:26]=[O:27])[CH2:23]3)[C:14]3[CH2:29][CH2:30][N:10]([CH3:9])[CH2:11][CH2:12][C:13]=3[N:21]=[C:20]3[N:16]2[N:17]=[CH:18][CH2:19]3)[CH2:5][CH2:4]1)[CH3:2]

Participants

6

Reactant 4

HCID 791961-EthylpiperazineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 67457945HCID 67457945, compound

Product 1

HCID 86667175HCID 86667175, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

To 11.4 mg (0.10 mmol) N-ethylpiperazine was added a solution of 43 mg (0.10 mmol) 1-(7-Methyl-6,7,8,9-tetrahydro-5H-1,4,7,10a-tetraaza-cyclohepta[f]inden-10-yl)-azetidine-3-carboxylic acid and 0.026 mL (0.15 mmol) DIPEA in 0.5 mL DMF at room temperature. 35.3 mg (0.11 mmol) TBTU was dissolved in 0.5 mL DMF and the solution was added to the reaction mixture. Stirring was continued for 2 h and the reaction mixture was allowed to stand for overnight. The mixture was filtered over basic alumina followed by two washing cycles with 1.5 mL DMF. The solvent was removed and the residue was purified by column chromatography to yield the desired compound.

Workup

  1. additionthe solution was added to the reaction mixture
  2. waitto stand for overnight
  3. filtrationThe mixture was filtered over basic alumina
  4. customThe solvent was removed
  5. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-e88d0939721a44059f9ff060f6f8e15f
Source dataset
uspto-grants-2016_05
Patent number
US09346816B2

Reaction notes

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