Hydrochloric Acid → Ethyl 2-(Trifluoromethyl)-5,6,7,8-tetrahydro-1,7-naphthyridine-3-carboxylate hydrochloride

HRID 132857Notes

Reaction equation

HRID 132857 reaction equation
[F:1][C:2]([F:38])([F:37])[C:3]1[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[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:39]>CO.O1CCOCC1>[ClH:39].[F:38][C:2]([F:1])([F:37])[C:3]1[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:11][C:10]2[CH2:9][CH2:8][NH:7][CH2:6][C:5]=2[N:4]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69222993Ethyl 2-(Trifluoromethyl)-7-(triphenylmethyl)-5,6,7,8-tetrahydro-1,7-naphthyridine-3-carboxylate

Product 1

HCID 69192352Ethyl 2-(Trifluoromethyl)-5,6,7,8-tetrahydro-1,7-naphthyridine-3-carboxylate hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of the product (145 mg) from Step A in 0.5 mL of methanol and 2.5 mL of 4.0M hydrogen chloride in dioxane was kept at room temperature for 3 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 light red powder. LC/MS 275.1 (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-96a437a18dd8463689b26be67d00586b
Source dataset
uspto-grants-2008_06
Patent number
US07388019B2

Reaction notes

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