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Hydrochloric Acid → 2-(Trifluoromethyl)-5,6,7,8-tetrahydro-1,7-naphthyridine hydrochloride

HRID 132855
Notes
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Reaction equation

HRID 132855 reaction equation
[F:1][C:2]([F:33])([F:32])[C:3]1[CH:12]=[CH:11][C:10]2[CH2:9][CH2:8][N:7](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH2:6][C:5]=2[N:4]=1.[ClH:34]>CO.O1CCOCC1>[ClH:34].[F:33][C:2]([F:1])([F:32])[C:3]1[CH:12]=[CH:11][C:10]2[CH2:9][CH2:8][NH:7][CH2:6][C:5]=2[N:4]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 692205302-(Trifluoromethyl)-7-(triphenylmethyl)-5,6,7,8-tetrahydro-1,7-naphthyridine

Product 1

HCID 713023692-(Trifluoromethyl)-5,6,7,8-tetrahydro-1,7-naphthyridine hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of the product (94 mg, 0.20 mmol) from Step A above in 0.5 mL of methanol and 2.0 mL of 4.0M hydrogen chloride in 1,4-dioxane was kept at room temperature for 18 h. The reaction mixture was concentrated under a stream of nitrogen, and the residue was triturated with ether. The resultant precipitate was collected and dried in vacuo to afford the title compound as a pale yellow powder. LC/MS 203.1 (M+1).

Workup

  1. concentrationThe reaction mixture was concentrated under a stream of nitrogen
  2. customthe residue was triturated with ether
  3. customThe resultant precipitate was collected
  4. customdried in vacuo

Sources & evidence

ORD record
ord-44344492684445e19e5b1c9b21bc7878
Source dataset
uspto-grants-2008_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07388019B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes