Water → HCID 59002883, compound

HRID 561114Notes

Reaction equation

HRID 561114 reaction equation
[OH-].[Na+].[CH:3]1([N:6]2[C:15]3[C:10](=[C:11]([NH:29]C(=O)C(F)(F)F)[C:12]([F:28])=[C:13]([NH:18][CH2:19][CH2:20][NH:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=4)[C:14]=3[O:16][CH3:17])[C:9](=[O:36])[C:8]([C:37]#[N:38])=[CH:7]2)[CH2:5][CH2:4]1.O>CO>[NH2:29][C:11]1[C:12]([F:28])=[C:13]([NH:18][CH2:19][CH2:20][NH:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=2)[C:14]([O:16][CH3:17])=[C:15]2[C:10]=1[C:9](=[O:36])[C:8]([C:37]#[N:38])=[CH:7][N:6]2[CH:3]1[CH2:4][CH2:5]1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 59002849HCID 59002849, compound

Product 1

HCID 59002883HCID 59002883, compoundYield 74.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1 M aq. NaOH (1 mL) was added to a suspension of 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-7-[2-(2-pyridylamino)ethylamino]-5-(trifluoroacetamido)quinoline-3-carbonitrile (100 mg, 0.198 mmol) in MeOH (5 mL). After stirring at room temperature for 8 h, water (10 mL) was added. The resulting precipitate was collected by filtration, washed with water and MeOH, and dried to give 5-amino-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-7-[2-(2-pyridylamino)ethylamino]quinoline-3-carbonitrile (60.1 mg, 74%) as a pale brown solid.

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with water and MeOH
  3. customdried

Sources & evidence

ORD record
ord-18ec5faacc194447bbda97f25a50c233
Source dataset
uspto-grants-2011_11
Patent number
US08063221B2

Reaction notes

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