Hydrochloric Acid → (R)-3-Amino-3,4-dihydroquinolin-2(1H)-one hydrochloride

HRID 11573Notes

Reaction equation

HRID 11573 reaction equation
C(OC([NH:8][C@@H:9]1[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[NH:11][C:10]1=[O:19])=O)(C)(C)C.[ClH:20]>O1CCOCC1>[ClH:20].[NH2:8][C@@H:9]1[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[NH:11][C:10]1=[O:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69198597(R)-3-t-butyloxycarbonylamino-3,4-dihydrocarbostyril

Product 1

HCID 57462920(R)-3-Amino-3,4-dihydroquinolin-2(1H)-one hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(R)-3-t-butyloxycarbonylamino-3,4-dihydrocarbostyril (178 mg) was dissolved in 4 M hydrogen chloride in 1,4-dioxane solution (10 mL) at 0° C. After 1 h the solution was slowly warmed to room temperature over 2 h. The solvent was evaporated under vacuum, and the residue was twice taken up in toluene (10 mL) and evaporated under vacuum to provide (R)-3-amino-3,4-dihydrocarbostyril hydrochloride, a white solid (132 mg).

Workup

  1. customThe solvent was evaporated under vacuum
  2. customevaporated under vacuum

Sources & evidence

ORD record
ord-882c13e9df2048968dbb8b5b49176140
Source dataset
uspto-grants-2006_08
Patent number
US07098235B2

Reaction notes

Loading…