Hydrochloric Acid → HCID 67253898, compound

HRID 2064447Notes

Reaction equation

HRID 2064447 reaction equation
[CH:1]1([C:4]2[N:16]3[C:7]([C:8]4[CH:9]=[C:10]([C:35]5[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=5)[C:11]([C:17]5[CH:22]=[CH:21][C:20]([C:23]6([NH:27]C(=O)OC(C)(C)C)[CH2:26][CH2:25][CH2:24]6)=[CH:19][CH:18]=5)=[N:12][C:13]=4[CH:14]=[CH:15]3)=[N:6][N:5]=2)[CH2:3][CH2:2]1.[ClH:41].CCOC(C)=O>CO.C(Cl)Cl>[ClH:41].[CH:1]1([C:4]2[N:16]3[C:7]([C:8]4[CH:9]=[C:10]([C:35]5[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=5)[C:11]([C:17]5[CH:22]=[CH:21][C:20]([C:23]6([NH2:27])[CH2:24][CH2:25][CH2:26]6)=[CH:19][CH:18]=5)=[N:12][C:13]=4[CH:14]=[CH:15]3)=[N:6][N:5]=2)[CH2:2][CH2:3]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 57805465HCID 57805465, compound

Product 1

HCID 67253898HCID 67253898, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl {1-[4-(3-cyclopropyl-9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl)phenyl]cyclobutyl}carbamate (MJK-9) (899.4 mg, 18.26 mmol) in MeOH (5 mL) and DCM (15 mL) was added a 4N solution of HCl in EtOAc (4.23 mL, 16.92 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 (1-23) as a yellow solid. HRMS (M+H)+: observed=432.2186, calculated=432.2183.

Workup

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

Sources & evidence

ORD record
ord-7dcd776c0a73467089cd4fca97b3d930
Source dataset
uspto-grants-2012_10
Patent number
US08288407B2

Reaction notes

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