Triethylamine → HCID 19972834, compound

HRID 1451777Notes

Reaction equation

HRID 1451777 reaction equation
Cl[C:2]([O:4][CH2:5][CH:6]([CH3:8])[CH3:7])=[O:3].[CH2:9]([NH:12][CH:13]1[CH2:21][C:20]2[C:15](=[CH:16][CH:17]=[C:18]([C:22]3[CH2:23][CH2:24][C:25](=[O:28])[NH:26][N:27]=3)[CH:19]=2)[CH2:14]1)[CH2:10][CH3:11].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH2:9]([N:12]([CH:13]1[CH2:21][C:20]2[C:15](=[CH:16][CH:17]=[C:18]([C:22]3[CH2:23][CH2:24][C:25](=[O:28])[NH:26][N:27]=3)[CH:19]=2)[CH2:14]1)[C:2]([O:4][CH2:5][CH:6]([CH3:8])[CH3:7])=[O:3])[CH2:10][CH3:11]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62365Isobutyl chloroformateHCID 18929747HCID 18929747, compound

Product 1

HCID 19972834HCID 19972834, compoundYield 67.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Under ice cooling, 2.46 g of isobutyl chloroformate was added to 4.07 g of 2-propylamino-5-[4,5-dihydropyridazin-3(2H)-on-6-yl]indane and 2.02 g of triethylamine dissolved in 40 ml of chloroform, and the mixture was stirred for 1 hour. The organic layer was washed with water and dried, and the solvent was removed. The resulting crude crystals were recrystallized from ethyl acetate to obtain 3.75 g of 2-(N-propyl-N-isobutoxycarbonylamino)-5-[4,5-dihydropyridazin-3(2H)-on-6-yl]indane.

Workup

  1. washThe organic layer was washed with water
  2. customdried
  3. customthe solvent was removed
  4. customThe resulting crude crystals were recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-543a3fb80e4a45bbb162df0db0638131
Source dataset
uspto-grants-1997_02
Patent number
US05605901

Reaction notes

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