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Diethyl Ether → HCID 22346251, compound

HRID 897359
Notes
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Reaction equation

HRID 897359 reaction equation
C([O:9][C:10]1[C:19]2[N:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:13]([C:20]([O:22][CH3:23])=[O:21])=[N:12][C:11]=1[C:24]([O:26][CH3:27])=[O:25])(=O)C1C=CC=CC=1.C(N)C1C=CC=CC=1.C(OCC)C>CO>[OH:9][C:10]1[C:19]2[N:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:13]([C:20]([O:22][CH3:23])=[O:21])=[N:12][C:11]=1[C:24]([O:26][CH3:27])=[O:25]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 7504BenzylamineHCID 22346370HCID 22346370, compound

Product 1

HCID 22346251HCID 22346251, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

Dimethyl 8-(benzoyloxy)-1,6-naphthyridine-5,7-dicarboxylate (2.0 g, 5.46 mmol, prepared as in Example 164) was dissolved in dry methanol (4.0 ml) in a pressure tube. Benzylamine (0.58 g, 5.46 mmol) was added and the reaction capped and heated to 80 degrees C. under nitrogen for 16 hours. LCMS analysis indicated that the reaction was complete. The reaction was transferred to an Erlenmeyer flask and then diethyl ether was added to precipitate the product. Filtered and dried the solid in vacuo to obtain the desired compound.

Workup

  1. customthe reaction capped
  2. customto precipitate the product
  3. filtrationFiltered
  4. customdried the solid in vacuo

Sources & evidence

ORD record
ord-1462e95fc82245ee813d63d36e635df1
Source dataset
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06921759B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes