Sodium Hydroxide → HCID 58168185, compound

HRID 1029212Notes

Reaction equation

HRID 1029212 reaction equation
[O:1]=[C:2]1[C:11]2[CH:12]=[CH:13][C:14]([NH:16][C:17]3[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[CH:19][CH:18]=3)=[CH:15][C:10]=2[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1.[OH-:25].[Na+]>O1CCOCC1>[O:1]=[C:2]1[C:11]2[CH:12]=[CH:13][C:14]([NH:16][C:17]3[CH:18]=[CH:19][C:20]([C:21]([NH2:22])=[O:25])=[CH:23][CH:24]=3)=[CH:15][C:10]=2[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68648713HCID 68648713, compound

Product 1

HCID 58168185HCID 58168185, compoundYield 6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
120 °C

Procedure

4-[(6-Oxo-5,6-dihydrobenzo[c]-1,8-naphthyridin-9-yl)amino]benzonitrile (40 mg, 0.13 mmol) and NaOH (1.3 mL, 1.00 M; 1.28 mmol) were suspended in dioxane (2 mL), and stirred for 120 min at 120° C. in the microwave. The crude material was purified directly via prep-LC-MS to provide 249 (2 mg, 6% yield) as a brown solid. LC-MS (M+H=331 obsd.=331).

Workup

  1. customThe crude material was purified directly via prep-LC-MS

Sources & evidence

ORD record
ord-bfedea1a2dc64c55a5f098f3e9331bc8
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

Loading…