Triethylamine → HCID 53774884, compound

HRID 1906157Notes

Reaction equation

HRID 1906157 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[NH:6][CH:7]=1.[Br:9][C:10]1[N:11](C)[C:12]([C:16](=[O:19])[CH2:17]Br)=[CH:13][C:14]=1[Br:15].[CH2:21](N(CC)CC)C>C(O)C>[Br:15][C:14]1[CH:13]=[C:12]([C:16]([CH:17]([N:4]2[CH:3]=[C:2]([Cl:1])[CH:7]=[N:6][C:5]2=[O:8])[CH3:21])=[O:19])[NH:11][C:10]=1[Br:9]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1085785-Chloro-2(1H)-pyrimidinoneHCID 20212808HCID 20212808, compound

Product 1

HCID 53774884HCID 53774884, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5-chloropyrimidin-2-one (522 mg) and 2,3-dibromo-5-bromoacetyl-1-methylpyrrole (1.24 g) in triethylamine (0.84 ml) and ethanol (35 ml) was stirred at room temperature. After 1.25 h the reaction mixture was cooled in ice and the white precipitate collected and washed with cold ethanol. The dried solid was crystallised twice from ethanol and then from ethyl acetate to give the title pyrimidinone (510 mg) m.p. 229°-232° C., λmax (EtOH) 227 nm (ε9,750), 249 nm (ε9.540), 301.5 nm (ε16,910).

Workup

  1. temperatureAfter 1.25 h the reaction mixture was cooled in ice
  2. customthe white precipitate collected
  3. washwashed with cold ethanol
  4. customThe dried solid was crystallised twice from ethanol

Sources & evidence

ORD record
ord-02717c7c5b294fe5a10e14fea406bafb
Source dataset
uspto-grants-1987_03
Patent number
US04650800

Reaction notes

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