HCID 25017889, compound → HCID 25017890, compound

HRID 1878692Notes

Reaction equation

HRID 1878692 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([O:13][CH2:14][CH2:15][N:16]3[C:21](=[O:22])[CH:20]=[CH:19][C:18]([C:23]4[CH:24]=[C:25]([CH2:29][NH:30]C(=O)OC(C)(C)C)[CH:26]=[CH:27][CH:28]=4)=[CH:17]3)=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1>Cl.CCOC(C)=O>[NH2:30][CH2:29][C:25]1[CH:24]=[C:23]([C:18]2[CH:19]=[CH:20][C:21](=[O:22])[N:16]([CH2:15][CH2:14][O:13][C:7]3[C:6]4[C:11](=[CH:12][C:3]([O:2][CH3:1])=[CH:4][CH:5]=4)[N:10]=[CH:9][CH:8]=3)[CH:17]=2)[CH:28]=[CH:27][CH:26]=1

Participants

4

Reactant 1

HCID 25017889HCID 25017889, compound

Product 1

HCID 25017890HCID 25017890, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

This compound was prepared according to the procedure described in Example 16. A solution of tert-butyl (3-(1-(2-(7-methoxyquinolin-4-yloxy)ethyl)-6-oxo-1,6-dihydropyridin-3-yl)phenyl)methylcarbamate (0.3 g, 0.6 mmol) in 10 mL of saturated HCl in EtOAc was stirred at rt for 2 hours. The mixture was then concentrated in vacuo. The residue was washed with 50% Hex/EtOAc to give the desired product (0.2 g, 83% yield) as light yellow solid. MS (ESI pos. ion) m/z (MH+): 402.1. Calc'd Exact Mass for C24H23N3O3: 401.17.

Workup

  1. customThis compound was prepared
  2. concentrationThe mixture was then concentrated in vacuo
  3. washThe residue was washed with 50% Hex/EtOAc

Sources & evidence

ORD record
ord-ad5ea4c32fcc4eb795175b1ba782b4d0
Source dataset
uspto-grants-2012_11
Patent number
US08314087B2

Reaction notes

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