Glutaric anhydride → HCID 57819906, compound

HRID 657383Notes

Reaction equation

HRID 657383 reaction equation
[C:1]1(=[O:8])[O:7][C:5](=[O:6])[CH2:4][CH2:3][CH2:2]1.[NH2:9][CH2:10][C:11]1[CH:12]=[C:13]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][N:24]3[CH2:29][CH2:28][N:27]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[C@@H:26]([CH3:37])[CH2:25]3)[CH:18]=2)[CH:14]=[CH:15][CH:16]=1>C1COCC1>[CH3:36][C:33]([O:32][C:30]([N:27]1[CH2:28][CH2:29][N:24]([CH2:23][C:19]2[CH:18]=[C:17]([C:13]3[CH:14]=[CH:15][CH:16]=[C:11]([CH2:10][NH:9][C:5](=[O:6])[CH2:4][CH2:3][CH2:2][C:1]([OH:7])=[O:8])[CH:12]=3)[CH:22]=[CH:21][CH:20]=2)[CH2:25][C@@H:26]1[CH3:37])=[O:31])([CH3:34])[CH3:35]

Participants

4

Reactant 2

HCID 7940Glutaric anhydrideHCID 57813499HCID 57813499, compound

Product 1

HCID 57819906HCID 57819906, compoundYield 57.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of glutaric anhydride (31 mg, 0.27 mmol) and 1,1-dimethylethyl (2S)-4-{[3′-(aminomethyl)-3-biphenylyl]methyl}-2-methyl-1-piperazinecarboxylate (100 mg, 0.24 mmol) in THF (5 mL) was stirred at room temperature for about 10 min. It was concentrated. Purification via a CombiFlash (MeOH/DCM) system then afforded the desired product (70 mg).

Workup

  1. concentrationIt was concentrated
  2. customPurification via a CombiFlash (MeOH/DCM) system

Sources & evidence

ORD record
ord-90bcf75896de489b99af297b6dd90646
Source dataset
uspto-grants-2011_12
Patent number
US08071588B2

Reaction notes

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