Hydrochloric Acid → HCID 67282936, compound

HRID 1616165Notes

Reaction equation

HRID 1616165 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][N:12]1[CH:21]=[CH:20][C:19]2[C:14](=[CH:15][C:16]([C:22]([O:24][CH3:25])=[O:23])=[CH:17][CH:18]=2)[C:13]1=[O:26])=O)(C)(C)C.Cl.O1CCOCC1>C(Cl)Cl>[NH2:8][CH2:9][CH2:10][CH2:11][N:12]1[CH:21]=[CH:20][C:19]2[C:14](=[CH:15][C:16]([C:22]([O:24][CH3:25])=[O:23])=[CH:17][CH:18]=2)[C:13]1=[O:26]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 67282042HCID 67282042, compound

Product 1

HCID 67282936HCID 67282936, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of methyl 2-{3-[(tert-butoxycarbonyl)amino]propyl}-1-oxo-1,2-dihydroisoquinoline-7-carboxylate (0.90 g, 2.5 mmol) in methylene chloride (20 mL) was added 4.0 M hydrochloric acid in 1,4-dioxane (10.0 mL, 40 mmol). The reaction mixture was stirred at rt for 5 h. The reaction mixture was concentrated to dryness to afford methyl 2-(3-aminopropyl)-1-oxo-1,2-dihydroisoquinoline-7-carboxylate.HCl (0.74 g, quant.). LC-MS: (FA) ES+ 261.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness

Sources & evidence

ORD record
ord-79a16f7df9e34d22810f1b1ca0afffb8
Source dataset
uspto-grants-2014_07
Patent number
US08765773B2

Reaction notes

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