5-Bromouracil → HCID 651501, compound

HRID 1486531Notes

Reaction equation

HRID 1486531 reaction equation
Br[C:2]1[C:3](=[O:9])[NH:4][C:5](=[O:8])[NH:6][CH:7]=1.[CH3:10][N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1>>[CH3:10][N:11]1[CH2:16][CH2:15][N:14]([C:2]2[C:3](=[O:9])[NH:4][C:5](=[O:8])[NH:6][CH:7]=2)[CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 58025-BromouracilHCID 531671-Methylpiperazine

Product 1

HCID 651501HCID 651501, compoundYield 91%

Procedure

The title compound was obtained according to the procedure described for the synthesis of Example 10 (Step1), starting from 5-bromouracil (0.10 g, 0.52 mmol) and 20 equivalents of 1-methyl piperazine. The crude was purified by washing with water (10 dichloromethane (5 mL) and then collected by dispersion in EtOAc. (10 mL). The solvent was removed by evaporation to afford the title compound (0.15 g, 91%) as white powder. 1H NMR (400 MHz, DMSO-d6): δ 2.18 (s, 3H), 2.34-2.42 (m, 4H), 2.74-2.84 (m, 4H), 6.72 (s, 1H). 10.41 (br s, 1H), 11.04 (br s, 1H).

Workup

  1. customdescribed for the synthesis of Example 10 (Step1)
  2. customThe crude was purified
  3. washby washing with water (10 dichloromethane (5 mL)
  4. customcollected by dispersion in EtOAc
  5. customThe solvent was removed by evaporation

Sources & evidence

ORD record
ord-d2059e03dcff4eb099a4fa66e132a116
Source dataset
uspto-grants-2016_08
Patent number
US09428465B2

Reaction notes

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