Hydrochloric Acid → HCID 67254078, compound

HRID 2104125Notes

Reaction equation

HRID 2104125 reaction equation
C(OC(=O)[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:27]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)=[CH:26][C:25]4[C:24]5=[N:34][N:35]=[C:36]([CH3:37])[N:23]5[CH:22]=[CH:21][C:20]=4[N:19]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)(C)(C)C.[ClH:39].CCOC(C)=O>CO.C(Cl)Cl>[ClH:39].[CH3:37][C:36]1[N:23]2[C:24]([C:25]3[CH:26]=[C:27]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[C:18]([C:15]4[CH:14]=[CH:13][C:12]([C:8]5([NH2:7])[CH2:9][CH2:10][CH2:11]5)=[CH:17][CH:16]=4)=[N:19][C:20]=3[CH:21]=[CH:22]2)=[N:34][N:35]=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-dbd608c508244fbf86e51cffbf2084d8
Source dataset
uspto-grants-2009_08
Patent number
US07576209B2

Reaction notes

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