Hydrochloric Acid → Hydrochloric Acid

HRID 75307Notes

Reaction equation

HRID 75307 reaction equation
[CH3:1][C:2]1[C:6]([C:7]2[CH:8]=[C:9]3[N:25]([CH3:26])[CH:24]=[CH:23][C:10]3=[N:11][C:12]=2[C@@H:13]([NH:15]C(=O)OC(C)(C)C)[CH3:14])=[C:5]([CH3:27])[O:4][N:3]=1.[ClH:28].O1CCOCC1>C(Cl)Cl>[ClH:28].[CH3:1][C:2]1[C:6]([C:7]2[CH:8]=[C:9]3[N:25]([CH3:26])[CH:24]=[CH:23][C:10]3=[N:11][C:12]=2[C@@H:13]([NH2:15])[CH3:14])=[C:5]([CH3:27])[O:4][N:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86708005tert-Butyl ((1S)-1-(6-(3,5-dimethylisoxazol-4-yl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)carbamate

Product 2

HCID 313Hydrochloric AcidHCID 86708006(1S)-1-(6-(3,5-Dimethylisoxazol-4-yl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

To a solution of tert-butyl ((1S)-1-(6-(3,5-dimethylisoxazol-4-yl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)carbamate (105 mg, 0.283 mmol) in anhydrous DCM (3.0 mL) was added 4 N HCl in dioxane (0.40 mL, 1.6 mmol). The solution was stirred at 20° C. for 21 hours and then concentrated in vacuo to give an HCl salt of the title compound as a white solid, which was used without further purification. ESI-MS m/z [M+H]+ calc'd for C15H18N4O, 271; found 271.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8ae276a152a647ec9acd70cc803ad908
Source dataset
uspto-grants-2014_09
Patent number
US08835420B2

Reaction notes

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