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HCID 58994245, compound → 3-[5-(2-Fluoro-6-methyl-pyridin-3-yl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-propionaldehyde

HRID 12739
Notes
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Reaction equation

HRID 12739 reaction equation
C[O:2][CH:3](OC)[CH2:4][CH2:5][N:6]1[CH:11]=[C:10]([C:12]2[C:13]([F:19])=[N:14][C:15]([CH3:18])=[CH:16][CH:17]=2)[C:9](=[O:20])[NH:8][C:7]1=[O:21]>C1COCC1>[F:19][C:13]1[C:12]([C:10]2[C:9](=[O:20])[NH:8][C:7](=[O:21])[N:6]([CH2:5][CH2:4][CH:3]=[O:2])[CH:11]=2)=[CH:17][CH:16]=[C:15]([CH3:18])[N:14]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 58994245HCID 58994245, compound

Product 1

HCID 589941463-[5-(2-Fluoro-6-methyl-pyridin-3-yl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-propionaldehyde

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

1-(3,3-Dimethoxy-propyl)-5-(2-fluoro-6-methyl-pyridin-3-yl)-1H-pyrimidine-2,4-dione (Prep16, 150 mg, 0.46 mmol) was dissolved in THF (4 ml) and then 1N HClaq (0.46 ml) was added. The solution was stirred at 40° C. for 1 hour. TEA (65 μl, 0.47 mmol) was added and the solvent was removed in vacuum at room temperature. Residue was freeze dried to give a white powder that was used in the next step without further purification (quantitative yield).

Workup

  1. addition1N HClaq (0.46 ml) was added
  2. customthe solvent was removed in vacuum at room temperature
  3. customdried
  4. customto give a white powder that
  5. customwas used in the next step without further purification (quantitative yield)

Sources & evidence

ORD record
ord-fdea2c59003d4981bf3870fcffd1e38d
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07727988B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes