Hydrochloric Acid → HCID 50941395, compound

HRID 1919685Notes

Reaction equation

HRID 1919685 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][N:15]=[CH:16][CH:17]=3)[C:12]3=[CH:19][CH:20]=[CH:21][C:22]([C:23]([O-:25])=[O:24])=[C:11]3[N:10]=2)[CH:5]=[CH:6][CH:7]=1.[OH-].[Na+].O.Cl>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][N:15]=[CH:16][CH:17]=3)[C:12]3=[CH:19][CH:20]=[CH:21][C:22]([C:23]([OH:25])=[O:24])=[C:11]3[N:10]=2)[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 57500683HCID 57500683, compound

Product 1

HCID 50941395HCID 50941395, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxylate (29 mg) was stirred in ethanol (2 ml) and 6N aqueous NaOH (1 ml) at 60° C. for 30 minutes. Water and HCl were added to reach pH=1. The resulting precipitate was filtered, washed with water and dried to afford 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxylic acid as a solid. LCMS (ES): >95% pure, m/z 350 [M+1]+.

Workup

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-7fe9caa6fb4c45798fbc5ff8e23be05c
Source dataset
uspto-grants-2012_05
Patent number
US08168651B2

Reaction notes

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