Hydrochloric Acid → 1-[4-(2-Phenyl-9-pyrazin-2-yl[1,2,4]triazolo[4',3':1,6]pyrido[2,3-b]pyrazin-3-yl)phenyl]cyclobutanamine hydrochloride

HRID 2064456Notes

Reaction equation

HRID 2064456 reaction equation
[ClH:1].CCOC(C)=O.[C:8]1([C:14]2[N:19]=[C:18]3[N:20]4[C:26]([C:27]5[CH:32]=[N:31][CH:30]=[CH:29][N:28]=5)=[N:25][N:24]=[C:21]4[CH:22]=[CH:23][C:17]3=[N:16][C:15]=2[C:33]2[CH:38]=[CH:37][C:36]([C:39]3([NH:43]C(=O)OC(C)(C)C)[CH2:42][CH2:41][CH2:40]3)=[CH:35][CH:34]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>CO.C(Cl)Cl>[ClH:1].[C:8]1([C:14]2[N:19]=[C:18]3[N:20]4[C:26]([C:27]5[CH:32]=[N:31][CH:30]=[CH:29][N:28]=5)=[N:25][N:24]=[C:21]4[CH:22]=[CH:23][C:17]3=[N:16][C:15]=2[C:33]2[CH:34]=[CH:35][C:36]([C:39]3([NH2:43])[CH2:42][CH2:41][CH2:40]3)=[CH:37][CH:38]=2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 57805478Tert-butyl{1-[4-(2-phenyl-9-pyrazin-2-yl[1,2,4]triazolo[4',3':1,6]pyrido[2,3-b]pyrazin-3-yl)phenyl]cyclobutyl}carbamate

Product 1

HCID 672533631-[4-(2-Phenyl-9-pyrazin-2-yl[1,2,4]triazolo[4',3':1,6]pyrido[2,3-b]pyrazin-3-yl)phenyl]cyclobutanamine hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

A 4N solution of HCl in EtOAc (10 mL, 40 mmol) was added to stirred solution of tert-butyl {1-[4-(2-phenyl-9-pyrazin-2-yl[1,2,4]triazolo[4′,3′:1,6]pyrido[2,3-b]pyrazin-3-yl)phenyl]cyclobutyl}carbamate (8-7, 0.110 g, 0.193 mmol) in MeOH (2 mL) and DCM (2 mL). After 4 hours the reaction mixture was concentrated in vacuo to give 1-[4-(2-phenyl-9-pyrazin-2-yl[1,2,4]triazolo[4′,3′:1,6]pyrido[2,3-b]pyrazin-3-yl)phenyl]cyclobutanamine hydrochloride (8-8) as an orange/tan solid. HRMS (M+H)+: observed=471.2076, calculated=471.2040.

Workup

  1. concentrationAfter 4 hours the reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-e9f9cdbeb30140d2b2a9034f88e03fb6
Source dataset
uspto-grants-2012_10
Patent number
US08288407B2

Reaction notes

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