Hydrochloric Acid → HCID 131732058, compound

HRID 338852Notes

Reaction equation

HRID 338852 reaction equation
[C:1]([C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:14]=1[N:13]=[C:12]([C:15]1[N:19]3[CH:20]=[C:21]([CH:24]([N:26]4[CH2:30][CH2:29][C@H:28]([NH:31]C(=O)OC(C)(C)C)[CH2:27]4)[CH3:25])[CH:22]=[CH:23][C:18]3=[N:17][N:16]=1)[CH:11]=[CH:10]2)([CH3:4])([CH3:3])[CH3:2].[ClH:39]>C(Cl)Cl.CC(O)C>[ClH:39].[ClH:39].[ClH:39].[C:1]([C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:14]=1[N:13]=[C:12]([C:15]1[N:19]3[CH:20]=[C:21]([CH:24]([N:26]4[CH2:30][CH2:29][C@H:28]([NH2:31])[CH2:27]4)[CH3:25])[CH:22]=[CH:23][C:18]3=[N:17][N:16]=1)[CH:11]=[CH:10]2)([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86707417HCID 86707417, compound

Product 1

HCID 131732058HCID 131732058, compoundYield 94.7%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl (3S)-1-(1-(3-(8-tert-butylquinolin-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yl)ethyl)pyrrolidin-3-ylcarbamate (0.028 g, 0.0544 mmol) in DCM (2 mL) was added 5 N HCl (0.33 ml, 1.63 mmol) in IPA. The mixture was stirred at ambient temperature for 1 hour. The solvent was removed under reduced pressure to give (3S)-1-(1-(3-(8-tert-butylquinolin-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yl)ethyl)pyrrolidin-3-amine tri-HCl salt (0.027 g, 94.7%) as solid. LCMS APCI (+) m/z 415 (M+H).

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-1a262415bf6b4c559e48b13574fddcb8
Source dataset
uspto-grants-2014_11
Patent number
US08889704B2

Reaction notes

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