Benzoyl chloride → HCID 53741990, compound

HRID 1464307Notes

Reaction equation

HRID 1464307 reaction equation
C(N(CC)CC)C.[C:8](Cl)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[N:17]1([C:23]2[N:24]=[CH:25][C:26]3[CH2:31][C:30](=[O:32])[N:29]([CH3:33])[C:27]=3[N:28]=2)[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>C(Cl)Cl>[C:8]([CH:18]1[CH2:19][NH:20][CH2:21][CH2:22][N:17]1[C:23]1[N:24]=[CH:25][C:26]2[CH2:31][C:30](=[O:32])[N:29]([CH3:33])[C:27]=2[N:28]=1)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 13784154HCID 13784154, compound

Product 1

HCID 53741990HCID 53741990, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

One gram of triethylamine, 50 ml of methylene chloride and 0.6 g (4.3 mmoles) of benzoyl chloride were added to 1.0 g (4.3 mmoles) of 2-piperazino-5,6-dihydro-7-methyl-6-oxo(7H) pyrrolo[2,3-d]pyrimidine, and the mixture was reacted overnight at room temperature. The reaction mixture was concentrated under reduced pressure, and after adding an aqueous solution of sodium hydrogen carbonate, extracted with chloroform. The chloroform layer was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to give 1.1 g (yield 76%) of the desired compound.

Workup

  1. customthe mixture was reacted overnight at room temperature
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. additionafter adding an aqueous solution of sodium hydrogen carbonate
  4. extractionextracted with chloroform
  5. concentrationThe chloroform layer was concentrated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-904d34f5e3de4ce6bec40347134b3e9c
Source dataset
uspto-grants-1994_04
Patent number
US05304555

Reaction notes

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