Hydrochloric Acid → HCID 67194539, compound

HRID 2041699Notes

Reaction equation

HRID 2041699 reaction equation
[C:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([Br:14])=[CH:11][CH:12]=2)[C@H:7]([NH2:15])[CH2:6][C@@H:5]1[CH3:16])(=[O:3])[CH3:2].[ClH:17]>CO>[ClH:17].[C:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([Br:14])=[CH:11][CH:12]=2)[C@H:7]([NH2:15])[CH2:6][C@@H:5]1[CH3:16])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67194540cis-1-Acetyl-6-bromo-2-methyl-1,2,3,4-tetrahydro-4-quinolinamine

Product 1

HCID 67194539HCID 67194539, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(2S,4R)-1-Acetyl-6-bromo-2-methyl-1,2,3,4-tetrahydro-4-quinolinamine (for a preparation see intermediate 51) (4.24 g, 14.98 mmol) was dissolved in MeOH (20 mL) and the solution treated with HCl (1M in MeOH, 16.47 mL, 16.47 mmol). The resulting mixture was concentrated in vacuovacuo. The reside was co-evaporated with Et2O to give (2S,4R)-1-acetyl-6-bromo-2-methyl-1,2,3,4-tetrahydro-4-quinolinamine hydrochloride (4.255 g, 12.65 mmol, 84% yield) as a light brown solid.

Workup

  1. concentrationThe resulting mixture was concentrated in vacuovacuo

Sources & evidence

ORD record
ord-75bffef4eac64208ace6f3140ed3992d
Source dataset
uspto-grants-2013_11
Patent number
US08580957B2

Reaction notes

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