Hydrochloric Acid → Hydrochloric Acid

HRID 75296Notes

Reaction equation

HRID 75296 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])[NH:4][N:3]=1.[ClH:28]>C1COCC1.O1CCOCC1>[ClH:28].[CH3:27][C:5]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:2]([CH3:1])[NH:3][N:4]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 86707984tert-Butyl ((1S)-1-(6-(3,5-dimethyl-1H-pyrazol-4-yl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)carbamate

Product 2

HCID 313Hydrochloric AcidHCID 86707986(1S)-1-(6-(3,5-Dimethyl-1H-pyrazol-4-yl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 312751,4-DioxaneSolvent

Procedure

To a stirred solution of tert-butyl ((1S)-1-(6-(3,5-dimethyl-1H-pyrazol-4-yl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)carbamate (149 mg, 0.403 mmol) in THF (4 mL) was added dropwise 4 M HCl (1 mL, 4.00 mmol) in dioxane. The mixture was stirred at RT for 2 hours and then concentrated in vacuo to give an HCl salt of the title compound as an off-white solid. ESI-MS m/z [M+H]+ calc'd for C15H19N5, 270.16; found 270.6.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-709d81a3c89a470b88e1fb2bd64c70bf
Source dataset
uspto-grants-2014_09
Patent number
US08835420B2

Reaction notes

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