Hydrochloric Acid → HCID 178429366, compound

HRID 707233Notes

Reaction equation

HRID 707233 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:11][C@H:10]([N:12]2[C:16]3=[N:17][CH:18]=[CH:19][CH:20]=[C:15]3[C:14]([CH3:22])([CH3:21])[C:13]2=[O:23])[CH2:9]1)(C)(C)C.[ClH:25].O1CCOCC1>C(OCC)(=O)C>[ClH:25].[NH2:7][C@H:8]1[CH2:11][C@H:10]([N:12]2[C:16]3=[N:17][CH:18]=[CH:19][CH:20]=[C:15]3[C:14]([CH3:21])([CH3:22])[C:13]2=[O:23])[CH2:9]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 178454100HCID 178454100, compound

Product 1

HCID 178429366HCID 178429366, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To the product from step 2 was added ethyl acetate (10 mL) followed by 4 M hydrogen chloride in 1,4-dioxane (3649 μl, 14.60 mmol). After stirring at room temperature for 3 hours, the precipitate was collected by filtration, washed with additional ethyl acetate, and dried to give 1-(trans-3-aminocyclobutyl)-3,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-2(3H)-one hydrochloride (680 mg, 2.54 mmol, 87% yield) as tan solid.

Workup

  1. filtrationthe precipitate was collected by filtration
  2. washwashed with additional ethyl acetate
  3. customdried

Sources & evidence

ORD record
ord-deb6206d2a9e4beba06940ac014b41e8
Source dataset
uspto-grants-2015_11
Patent number
US09174992B2

Reaction notes

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