Hydrochloric Acid → HCID 67253389, compound

HRID 2104127Notes

Reaction equation

HRID 2104127 reaction equation
[CH2:1]([NH:3][C:4]1[N:16]2[C:7]([C:8]3[CH:9]=[C:10]([C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=4)[C:11]([C:17]4[CH:22]=[CH:21][C:20]([C:23]5([NH:27]C(=O)OC(C)(C)C)[CH2:26][CH2:25][CH2:24]5)=[CH:19][CH:18]=4)=[N:12][C:13]=3[CH:14]=[CH:15]2)=[N:6][N:5]=1)[CH3:2].[ClH:41].CCOC(C)=O>CO.C(Cl)Cl>[ClH:41].[ClH:41].[CH2:1]([NH:3][C:4]1[N:16]2[C:7]([C:8]3[CH:9]=[C:10]([C:35]4[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=4)[C:11]([C:17]4[CH:18]=[CH:19][C:20]([C:23]5([NH2:27])[CH2:24][CH2:25][CH2:26]5)=[CH:21][CH:22]=4)=[N:12][C:13]=3[CH:14]=[CH:15]2)=[N:6][N:5]=1)[CH3:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 57805489HCID 57805489, compound

Product 1

HCID 67253389HCID 67253389, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-1 (108 mg, 0.202 mmol) in MeOH (2 mL) and DCM (5 mL) was added a 4N solution of HCl in EtOAc (5 mL, 20 mmol). The capped reaction mixture was permitted to stir at room temperature. After 4 hours the reaction mixture was concentrated in vacuo to give 1-{4-[3-(ethylamino)-9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl]phenyl}cyclobutanamine dihydrochloride (3-2) as a yellow solid. HRMS (M+H)+: observed=435.2302, calculated=435.2292.

Workup

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

Sources & evidence

ORD record
ord-c1496dcd82b24f36b870b5a802673fcc
Source dataset
uspto-grants-2009_08
Patent number
US07576209B2

Reaction notes

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