Hydrochloric Acid → HCID 66819686, compound

HRID 2045965Notes

Reaction equation

HRID 2045965 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][O:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14](=[O:21])[NH:13][C:12]=1[C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([O:28][CH3:29])[CH:23]=1)(C)(C)C.[ClH:31]>CO.O1CCOCC1>[ClH:31].[NH2:7][CH2:8][CH2:9][O:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14](=[O:21])[NH:13][C:12]=1[C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([O:28][CH3:29])[CH:23]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66819254HCID 66819254, compound

Product 1

HCID 66819686HCID 66819686, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 3.2 g (7.8 mmol) of {2-[3-(3-Methoxy-phenyl)-1-oxo-1,2-dihydro-isoquinolin-4-yloxy]-ethyl}-carbamic acid tert-butyl ester in methanol (10 mL), 4M hydrochloric acid in dioxane (10 mL) was added and the mixture was stirred for 4 hours at room temperature under argon atmosphere. Solvent was evaporated to dryness and the solid residue was treated with methanol and then diethyl ether until precipitation of the hydrochloride salt occurred. The product was collected by filtration, washed with diethyl ether, affording 2.62 g of the title compound (97%) as a white solid.

Workup

  1. customSolvent was evaporated to dryness
  2. additionthe solid residue was treated with methanol
  3. customdiethyl ether until precipitation of the hydrochloride salt
  4. filtrationThe product was collected by filtration
  5. washwashed with diethyl ether

Sources & evidence

ORD record
ord-8e8786f3e8bd44a7a1ae0639afe3c217
Source dataset
uspto-grants-2013_11
Patent number
US08592416B2

Reaction notes

Loading…