Triethylamine → HCID 86723530, compound

HRID 2201298Notes

Reaction equation

HRID 2201298 reaction equation
[C:1]([C:9]1[C:10](=[O:20])[N:11]([CH3:19])[C:12](=[O:18])[N:13]([CH3:17])[C:14]=1[CH2:15]Br)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:22][CH2:23][CH2:24][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27].C(N(CC)CC)C>CCO>[CH2:29]([O:28][C:26](=[O:27])[CH2:25][CH2:24][CH2:23][N:22]1[C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[C:9]2[C:14]([N:13]([CH3:17])[C:12](=[O:18])[N:11]([CH3:19])[C:10]2=[O:20])=[CH:15]1)[CH3:30]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9503195-Benzoyl-6-(bromomethyl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione2×HCID 126496614-Aminobutyrate ethyl hydrochloride

Product 1

HCID 86723530HCID 86723530, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-Benzoyl-6-(bromomethyl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione (Intermediate C) (996 mg, 2.95 mmol), ethyl 4-aminobutanoate hydrochloride (489 mg, 2.95 mmol) and triethylamine (0.823 ml, 5.91 mmol) were combined in EtOH (15 ml) and heated at reflux for 2.5 hours. The reaction mixture was cooled to RT and evaporated under reduced pressure. The residue was dissolved in EtOAc and washed with water (1×) and brine (1×). The organic phase was dried over sodium sulphate and evaporated under reduced pressure to afford the title compound as an off-white solid;

Workup

  1. temperatureheated
  2. temperatureat reflux for 2.5 hours
  3. customevaporated under reduced pressure
  4. dissolutionThe residue was dissolved in EtOAc
  5. washwashed with water (1×) and brine (1×)
  6. dry with materialThe organic phase was dried over sodium sulphate
  7. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-3fc61a84a10842da87c7d1f131a22027
Source dataset
uspto-grants-2016_06
Patent number
US09359381B2

Reaction notes

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