Triethylamine → HCID 21476308, compound

HRID 2293105Notes

Reaction equation

HRID 2293105 reaction equation
C(N(CC)CC)C.[NH2:8][CH2:9][CH:10]1[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:19]3[CH2:20][CH2:21][C:22](=[O:25])[NH:23][N:24]=3)[CH:16]=2)[CH2:11]1.[CH2:26]([S:29](Cl)(=[O:31])=[O:30])[CH2:27][CH3:28]>CN1CCN(C)C1=O.O1CCCC1>[CH2:26]([S:29]([NH:8][CH2:9][CH:10]1[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:19]3[CH2:20][CH2:21][C:22](=[O:25])[NH:23][N:24]=3)[CH:16]=2)[CH2:11]1)(=[O:31])=[O:30])[CH2:27][CH3:28]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 662791-Propanesulfonyl chlorideHCID 21476304HCID 21476304, compound

Product 1

HCID 21476308HCID 21476308, compoundYield 61.7%

Reagents, catalysts & solvents 2

HCID 66611,3-Dimethyl-2-imidazolidinoneSolventHCID 8028TetrahydrofuranSolvent

Procedure

5.53 g of triethylamine was added to 6.03 g of 2-aminomethyl-5-[4,5-dihydropyridazin-3(2H)-on-6-yl]indane suspended in 60 ml of 1,3-dimethyl-2-imidazolidinone, and then 5.10 g of propanesulfonyl chloride dissolved in 20 ml of tetrahydrofuran was added to the mixture. The resulting mixture was stirred at room temperature for 30 minutes. The reaction mixture was poured into ice water, and crystals precipitated were collected by filtration. The precipitated crystals were recrystallized from methanol-acetonitrile to obtain 5.34 g of 2-(propylsulfonylaminomethyl)-5-[4,5-dihydropyridazin-3(2H)-on-6-yl]indane

Workup

  1. additionwas added to the mixture
  2. customprecipitated
  3. filtrationwere collected by filtration
  4. customThe precipitated crystals were recrystallized from methanol-acetonitrile

Sources & evidence

ORD record
ord-d04d03f739b44764a609e864c48331e4
Source dataset
uspto-grants-1997_11
Patent number
US05686452

Reaction notes

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