Benzyl (3-Oxopropyl)carbamate → HCID 178446144, compound

HRID 1664591Notes

Reaction equation

HRID 1664591 reaction equation
[CH2:1]([N:6]1[C:14]2[N:13]=[CH:12][NH:11][C:10]=2[C:9](=[O:15])[NH:8]/[C:7]/1=[N:16]\[NH2:17])[CH2:2][CH2:3][CH2:4][CH3:5].O=[CH:19][CH2:20][CH2:21][NH:22][C:23](=[O:32])[O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C(O)C>[O:15]=[C:9]1[NH:8]/[C:7](=[N:16]\[N:17]=[CH:19]/[CH2:20][CH2:21][NH:22][C:23](=[O:32])[O:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)/[N:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[C:14]2[N:13]=[CH:12][NH:11][C:10]1=2

Participants

4

Reactant 2

HCID 10398106Benzyl (3-Oxopropyl)carbamateHCID 178446164HCID 178446164, compound

Product 1

HCID 178446144HCID 178446144, compoundYield 97.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of (2E)-3-pentyl-3,7-dihydro-1H-purine-2,6-dione 2-hydrazone (2.3 g, 9.6 mmol) and benzyl (3-oxopropyl)carbamate (2.0 g, 9.6 mmol) in ethanol (30 mL) was refluxed overnight. The reaction mixture was concentrated to give the product (4.0 g, 58% yield), which was used for next step without further purification. LCMS calculated for C21H28N7O3 (M+H): 426.2. found: 426.1.

Workup

  1. temperaturewas refluxed overnight
  2. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-7818e73740104f229a5ad0fa09c55898
Source dataset
uspto-grants-2011_10
Patent number
US08039478B2

Reaction notes

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