tert-Butyl piperazine-1-carboxylate → 4-(7-Allyl-3-methyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)piperazine-1-carboxylic acid tert-butyl ester

HRID 1791994Notes

Reaction equation

HRID 1791994 reaction equation
[CH2:1]([N:4]1[C:12]2[C:11](=[O:13])[NH:10][C:9](=[O:14])[N:8]([CH3:15])[C:7]=2[N:6]=[C:5]1Cl)[CH:2]=[CH2:3].[C:17]([O:21][C:22]([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)=[O:23])([CH3:20])([CH3:19])[CH3:18]>>[C:17]([O:21][C:22]([N:24]1[CH2:29][CH2:28][N:27]([C:5]2[N:4]([CH2:1][CH:2]=[CH2:3])[C:12]3[C:11](=[O:13])[NH:10][C:9](=[O:14])[N:8]([CH3:15])[C:7]=3[N:6]=2)[CH2:26][CH2:25]1)=[O:23])([CH3:20])([CH3:18])[CH3:19]

Participants

3

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 220295197-Allyl-8-chloro-3-methyl-3,7-dihydropurine-2,6-dione

Product 1

HCID 235369544-(7-Allyl-3-methyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)piperazine-1-carboxylic acid tert-butyl esterYield 85.7%

Procedure

7-Allyl-8-chloro-3-methyl-3,7-dihydropurine-2,6-dione (420 mg) and 1-piperazine carboxylic acid tert-butyl ester (975 mg) were stirred at 150° C. for 50 minutes. After cooling to room temperature, the resulting reaction mixture was purified by silica gel column chromatography to obtain 584 mg of the title compound from a fraction eluted with ethyl acetate.

Workup

  1. customthe resulting reaction mixture
  2. customwas purified by silica gel column chromatography

Sources & evidence

ORD record
ord-fe2627da744e42ff93e2a98350f4dbfe
Source dataset
uspto-grants-2006_07
Patent number
US07074798B2

Reaction notes

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