Benzyl succinimido carbonate → HCID 10132055, compound

HRID 1827154Notes

Reaction equation

HRID 1827154 reaction equation
[CH3:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][CH2:9][CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:3]=1.O=C1CCC(=O)N1[O:23][C:24](=O)[O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>CN(C=O)C>[CH2:26]([O:25][C:24]([N:13]1[CH2:14][CH2:15][CH:10]([CH2:9][NH:8][C:4]2[CH:3]=[C:2]([CH3:1])[N:7]=[CH:6][N:5]=2)[CH2:11][CH2:12]1)=[O:23])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 2

HCID 83172Benzyl succinimido carbonateHCID 22135557HCID 22135557, compound

Product 1

HCID 10132055HCID 10132055, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred solution of 4-[(6-methyl-pyrimidin-4-ylamino)-methyl]-piperidine (0.15 g, 0.73 mmol), in DMF (1 mL) was added carbonic acid benzyl ester 2,5-dioxo-pyrrolidin-1-yl ester (0.18 g, 0.73 mmol). The resulting reaction solution was stirred at rt for 0.5 h, then concentrated in vacuo. The residue was purified by silica gel chromatography (90:10:1 DCM MeOH NH4OH) to give 4-[(6-methyl-pyrimidin-4-ylamino)-methyl]-piperidine-1-carboxylic acid benzyl ester. M.S.(M+1):341.37

Workup

  1. customThe resulting reaction solution
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by silica gel chromatography (90:10:1 DCM MeOH NH4OH)

Sources & evidence

ORD record
ord-d2098f41e3f241c2be5e698d53962897
Source dataset
uspto-grants-2006_05
Patent number
US07053089B2

Reaction notes

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