Hydrochloric Acid → HCID 178469778, compound

HRID 402713Notes

Reaction equation

HRID 402713 reaction equation
Cl.[NH:2]1[C:6]2=[N:7][CH:8]=[CH:9][CH:10]=[C:5]2[C:4]([CH:11]=[C:12]2[O:16][C:15]([N:17]([CH2:19][CH2:20][O:21]COCCOC)[CH3:18])=[C:14]([C:28]([O:30][CH2:31][CH3:32])=[O:29])[C:13]2=[O:33])=[CH:3]1>O1CCOCC1>[NH:2]1[C:6]2=[N:7][CH:8]=[CH:9][CH:10]=[C:5]2[C:4]([CH:11]=[C:12]2[O:16][C:15]([N:17]([CH2:19][CH2:20][OH:21])[CH3:18])=[C:14]([C:28]([O:30][CH2:31][CH3:32])=[O:29])[C:13]2=[O:33])=[CH:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178469776HCID 178469776, compound

Product 1

HCID 178469778HCID 178469778, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Cooled with ice bath, 4M hydrochloric acid in dioxane (4.0 mL) was added to ethyl 5-[(1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-2-({2-[(2-methoxyethoxy)methoxy]ethyl}-N-methylamino)-4-oxo-4,5-dihydrofuran-3-carboxylate (0.020 mg, 0.046 mmol) which afforded in the Example 201. The mixture was stirred at ambient temperature for 3 h. The solvent was removed under reduced pressure, and the precipitate was suspended in diethyl ether, then collected by filtration. The solid was washed with diethyl ether then dried to afford the titled compound as solid (0.012 g, y. 75%).

Workup

  1. temperatureCooled with ice bath
  2. customafforded in the Example 201
  3. customThe solvent was removed under reduced pressure
  4. filtrationcollected by filtration
  5. washThe solid was washed with diethyl ether
  6. customthen dried

Sources & evidence

ORD record
ord-a968401cc61e48afa53d432805006fae
Source dataset
uspto-grants-2014_06
Patent number
US08742113B2

Reaction notes

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