Hydrochloric Acid → HCID 25222170, compound

HRID 604360Notes

Reaction equation

HRID 604360 reaction equation
[CH:1]1([NH:4][C:5]2[N:6]=[CH:7][C:8]3[C:17]4[CH:16]=[CH:15][C:14]([C:18]([O:20]C)=[O:19])=[CH:13][C:12]=4[N:11]=[C:10]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)[C:9]=3[N:28]=2)[CH2:3][CH2:2]1.[OH-].[Na+].O.Cl>CCO>[CH:1]1([NH:4][C:5]2[N:6]=[CH:7][C:8]3[C:17]4[CH:16]=[CH:15][C:14]([C:18]([OH:20])=[O:19])=[CH:13][C:12]=4[N:11]=[C:10]([C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=4)[C:9]=3[N:28]=2)[CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 25252994HCID 25252994, compound

Product 1

HCID 25222170HCID 25222170, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

methyl 3-(cyclopropylamino)-5-phenylpyrimido[4,5-c]quinoline-8-carboxylate (1.0 eq, 81 mg, 0.219 mmol) was stirred in EtOH (3 ml) and 6N NaOH (1 ml) at 60° C. for 15 hours. Water was added and the mixture acidified using 6 N HCl. The solid was filtered, washed with water and dried. After trituration in MeOH and filtration, 3-(cyclopropylamino)-5-phenylpyrimido[4,5-c]quinoline-8-carboxylic acid was isolated as yellow solid (57 mg, 73% yield)). LCMS (ES): >95% pure, m/z 357 [M+1]+.

Workup

  1. filtrationThe solid was filtered
  2. washwashed with water
  3. customdried
  4. filtrationAfter trituration in MeOH and filtration

Sources & evidence

ORD record
ord-91a281bc858647a9827c894f117254ef
Source dataset
uspto-grants-2011_03
Patent number
US07910600B2

Reaction notes

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