Hydrochloric Acid → HCID 67254078, compound

HRID 2064445Notes

Reaction equation

HRID 2064445 reaction equation
[CH3:1][C:2]1[N:14]2[C:5]([C:6]3[CH:7]=[C:8]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)[C:9]([C:15]4[CH:20]=[CH:19][C:18]([C:21]5([NH:25]C(=O)OC(C)(C)C)[CH2:24][CH2:23][CH2:22]5)=[CH:17][CH:16]=4)=[N:10][C:11]=3[CH:12]=[CH:13]2)=[N:4][N:3]=1.[ClH:39].CCOC(C)=O>CO.C(Cl)Cl>[ClH:39].[CH3:1][C:2]1[N:14]2[C:5]([C:6]3[CH:7]=[C:8]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)[C:9]([C:15]4[CH:16]=[CH:17][C:18]([C:21]5([NH2:25])[CH2:22][CH2:23][CH2:24]5)=[CH:19][CH:20]=4)=[N:10][C:11]=3[CH:12]=[CH:13]2)=[N:4][N:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 57805514HCID 57805514, compound

Product 1

HCID 67254078HCID 67254078, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl {1-[4-(3-methyl-9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl)phenyl]cyclobutyl}carbamate (1-6f) (9.23 g, 18.26 mmol) in MeOH (20 mL) and DCM (100 mL) was added a 4N solution of HCl in EtOAc (91 mL, 365 mmol). The sealed reaction mixture was permitted to stir at room temperature. After 18 hours the reaction mixture was filtered to give 1-[4-(3-methyl-9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl)phenyl]cyclobutanamine hydrochloride (1-17) as an off-white solid. HRMS (M+H)+: observed=406.2047, calculated=406.2026.

Workup

  1. customThe sealed reaction mixture
  2. filtrationAfter 18 hours the reaction mixture was filtered

Sources & evidence

ORD record
ord-16f5f69f882d4e17b2fc7602690c4e3a
Source dataset
uspto-grants-2012_10
Patent number
US08288407B2

Reaction notes

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