Hydrochloric Acid → HCID 69995363, compound

HRID 963386Notes

Reaction equation

HRID 963386 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[CH:11]=[C:12]([O:36][CH3:37])[C:13]([O:34][CH3:35])=[C:14]([C:16]3[CH:25]=[C:24]4[C:19]([C:20](=[O:33])[C:21]([C:28]([O:30]CC)=[O:29])=[CH:22][N:23]4[CH2:26][CH3:27])=[CH:18][CH:17]=3)[CH:15]=2)=[CH:4][N:3]=1.[OH-].[Na+].[ClH:40]>C(O)C>[ClH:40].[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[CH:11]=[C:12]([O:36][CH3:37])[C:13]([O:34][CH3:35])=[C:14]([C:16]3[CH:25]=[C:24]4[C:19]([C:20](=[O:33])[C:21]([C:28]([OH:30])=[O:29])=[CH:22][N:23]4[CH2:26][CH3:27])=[CH:18][CH:17]=3)[CH:15]=2)=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19081652HCID 19081652, compound

Product 1

HCID 69995363HCID 69995363, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

82 mg of ethyl 7-[5-(2,4-diamino-pyrimidin-5-ylmethyl)-2,3-dimethoxy-phenyl]-1-ethyl-1,4-dihydro-4-oxo-quinoline-3-carboxylate (Example 2t)) are held at reflux in 1 ml of ethanol and 1 ml of 2N aqueous sodium hydroxide solution for one hr. The reaction mixture is cooled to room temperature and acidified with 25% aqueous hydrochloric acid. The precipitated substance is filtered off under suction, washed with water, ethanol and ether and dried. 49 mg (59%) of 7-[5-(2,4-diamino-pyrimidin-5-ylmethyl)-2,3-dimethoxy-phenyl]-1-ethyl-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid hydrochloride are obtained as a colourless solid. M.p.>230° C. Mass spectrum (ISP): peaks: inter alia at 476 (M++H, 100%).

Workup

  1. filtrationThe precipitated substance is filtered off under suction
  2. washwashed with water, ethanol and ether
  3. customdried

Sources & evidence

ORD record
ord-d6aa9f2a7fb740ffa5517879571c4316
Source dataset
uspto-grants-1998_06
Patent number
US05763450

Reaction notes

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