RS-25344 → RS 25344 Hydrochloride

HRID 257795Notes

Reaction equation

HRID 257795 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([N:10]2[C:15]3[N:16]=[CH:17][CH:18]=[CH:19][C:14]=3[C:13](=[O:20])[N:12]([CH2:21][C:22]3[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=3)[C:11]2=[O:28])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[ClH:29].CO>CO>[ClH:29].[N+:1]([C:4]1[CH:5]=[C:6]([N:10]2[C:15]3[N:16]=[CH:17][CH:18]=[CH:19][C:14]=3[C:13](=[O:20])[N:12]([CH2:21][C:22]3[CH:23]=[CH:24][N:25]=[CH:26][CH:27]=3)[C:11]2=[O:28])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 9842556RS-25344HCID 21893726Hydrochloride methanol

Product 1

HCID 19781728RS 25344 HydrochlorideYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-(3-Nitrophenyl)-3-(4-pyridylmethyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione (450 mg, 1.20 mmoles), prepared, e.g., in Example 5, was suspended in methanol (5 ml) and to this suspension, 5 ml of a 5% HCl/methanol solution was added. The suspension was stirred for 45 minutes during which a clear solution was formed. The solvent was removed and the residue was triturated with ethyl ether. A white precipitate was formed and isolated by filtration yielding 439 mg (1.06 mmole, 89% yield) of 1-(3-nitrophenyl)-3-(4-pyridylmethyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione hydrochloride (mp 265°-270° C).

Workup

  1. additionwas added
  2. customwas formed
  3. customThe solvent was removed
  4. customthe residue was triturated with ethyl ether
  5. customA white precipitate was formed
  6. customisolated by filtration

Sources & evidence

ORD record
ord-a5f72f4c04f040339124009c5ba0323e
Source dataset
uspto-grants-1993_11
Patent number
US05264437

Reaction notes

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