2-Bromopyrimidine → HCID 45099694, compound

HRID 888174Notes

Reaction equation

HRID 888174 reaction equation
[CH3:1][C@@H:2]1[CH2:7][NH:6][CH2:5][CH2:4][NH:3]1.Br[C:9]1[N:14]=[CH:13][CH:12]=[CH:11][N:10]=1>C1(C)C(C)=CC=CC=1>[CH3:1][C@H:2]1[NH:3][CH2:4][CH2:5][N:6]([C:9]2[N:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[CH2:7]1

Participants

4

Reactant 2

HCID 783452-BromopyrimidineHCID 73304342-Methylpiperazine, (R)-

Product 1

HCID 45099694HCID 45099694, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

To a solution of (R)-2-methyl piperazine (4.0 g, 40 mmol) in xylene (100 mL) at 140° C. under nitrogen was added 2-bromo pyrimidine (6.36 g, 40 mmol) slowly over a period of 30 min. The heating was continued for additional 15 h and cooled. The solid precipitate was filtered and dried under suction and neutralized with a saturated aqueous solution of sodium bicarbonate. The product was extracted with DCM (2×50 mL), dried and evaporated to afford the title compound as a liquid (2.4 g, 34%). TLC-Chloroform/MeOH (8/2); Rf: 0.2.

Workup

  1. temperaturecooled
  2. filtrationThe solid precipitate was filtered
  3. customdried under suction
  4. extractionThe product was extracted with DCM (2×50 mL)
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-94d12ab267e3447092099ced46b3a4cb
Source dataset
uspto-grants-2012_08
Patent number
US08247437B2

Reaction notes

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