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Diethylamine → 1-(1,1-Dimethylethyl) 2-methyl 1,2-piperazinedicarboxylate

HRID 557046
Notes
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Reaction equation

HRID 557046 reaction equation
[CH3:1][O:2][C:3]([CH:5]1[CH2:10][N:9](C(OCC2C3C=CC=CC=3C3C2=CC=CC=3)=O)[CH2:8][CH2:7][N:6]1[C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])=[O:4].C(NCC)C>CN(C=O)C>[CH3:1][O:2][C:3]([CH:5]1[CH2:10][NH:9][CH2:8][CH2:7][N:6]1[C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])=[O:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 66757872HCID 66757872, compound

Product 1

HCID 27568181-(1,1-Dimethylethyl) 2-methyl 1,2-piperazinedicarboxylate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of piperazine-1,2,4-tricarboxylic acid 1-tert-butyl ester 4-(9H-fluoren-9-ylmethyl) ester 2-methyl ester (2.03 mmol) in DMF (4.0 mL) was added diethylamine (5%) and the resulting solution was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo and purified using ethyl acetate/methanol (10%). ESI-MS m/z: 245 (M+1), UV retention time: 0.78 min.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. custompurified

Sources & evidence

ORD record
ord-12ad60b10efd4cdb99049c2990d52501
Source dataset
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08058287B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes