Acetonitrile → HCID 59811134, compound

HRID 1724837Notes

Reaction equation

HRID 1724837 reaction equation
Cl[C:2]1[C:11]2[C:6](=[N:7][C:8]([C:12]3[C:17]([C:18]([F:21])([F:20])[F:19])=[CH:16][CH:15]=[CH:14][N:13]=3)=[CH:9][CH:10]=2)[N:5]=[C:4]([CH2:22][O:23][CH3:24])[C:3]=1[C:25]([O:27][CH3:28])=[O:26].[C:29](#[N:31])[CH3:30]>Cl>[F:19][C:18]([F:21])([F:20])[C:17]1[CH:16]=[CH:15][C:29]([NH:31][C:2]2[C:11]3[C:6](=[N:7][C:8]([C:12]4[C:17]([C:18]([F:21])([F:20])[F:19])=[CH:16][CH:15]=[CH:14][N:13]=4)=[CH:9][CH:10]=3)[N:5]=[C:4]([CH2:22][O:23][CH3:24])[C:3]=2[C:25]([O:27][CH3:28])=[O:26])=[CH:30][CH:12]=1

Participants

4

Reactant 2

HCID 6342AcetonitrileHCID 59811133HCID 59811133, compound

Product 1

HCID 59811134HCID 59811134, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidCatalyst

Procedure

Dissolve methyl 4-chloro-2-methoxymethyl-7-[3-(trifluoromethyl)pyridin-2-yl]-[1,8]naphthyridine-3-carboxylate (212 mg, 0.52 mmol) in acetonitrile (5 mL) and add 4 drops 2M HCl (Et2O). Stir the mixture for 3 hours at room temperature. Filter off the resulting yellow precipitate to yield the title compound as its hydrochloride salt. MS 537.20 (M+1). 1H NMR δ (Free base, CDCl3) 9.91 (1H, s), 8.88 (1H, m), 8.16 (2H, m), 7.67-7.55 (4H, m), 7.12 (1H, d), 6.99 (1H, d), 4.42 (2H, s), 4.02 (3H, s), 3.95 (3H, s).

Workup

  1. filtrationFilter off the resulting yellow precipitate

Sources & evidence

ORD record
ord-b67722cbe0d44572a070ecb595febb1f
Source dataset
uspto-grants-2009_02
Patent number
US07488740B2

Reaction notes

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