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Hydrochloric Acid → HCID 178491816, compound

HRID 1049392
Notes
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Reaction equation

HRID 1049392 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[C:11]([CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[N:12][C:13]([O:16]C)=[CH:14][CH:15]=1.[Cl-].[NH+]1C=CC=CC=1.Cl>CN(C=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[N:12][C:11]=1[CH2:18][C:19]([CH3:21])([CH3:20])[CH3:22]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 69401Einecs 211-027-4HCID 1177601343-(2-Fluoro-5-methoxyphenyl)-6-methoxy-2-neopentylpyridine

Product 1

HCID 178491816HCID 178491816, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
130 °C

Procedure

Under a nitrogen atmosphere, to a solution of 3-(2-fluoro-5-methoxyphenyl)-6-methoxy-2-neopentylpyridine (3.97 g) in DMF (10 mL) was added pyridinium chloride (7.56 g) at room temperature, and the mixture was stirred at 130° C. for 30 min. To the reaction mixture was added 1N hydrochloric acid at 0° C., and the resulting white precipitate was collected by filtration. The crude crystals were washed with water and hexane to give the title compound (3.64 g) as a white amorphous solid.

Workup

  1. filtrationthe resulting white precipitate was collected by filtration
  2. washThe crude crystals were washed with water and hexane

Sources & evidence

ORD record
ord-6592d808220c411d9b80dac5444040df
Source dataset
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09382188B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes