HCID 44118830, compound → HCID 58989532, compound

HRID 1441259Notes

Reaction equation

HRID 1441259 reaction equation
[NH:1]1[CH2:4][CH:3]([CH2:5][NH:6][C:7](=[O:16])[O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:2]1.[CH:17]([C:19]1[C:20]([F:31])=[CH:21][N:22]=[C:23]2[C:28]=1[N:27]=[C:26]([O:29][CH3:30])[CH:25]=[CH:24]2)=[CH2:18]>CCO>[C:10]1([CH2:9][O:8][C:7](=[O:16])[NH:6][CH2:5][CH:3]2[CH2:4][N:1]([CH2:18][CH2:17][C:19]3[C:28]4[C:23](=[CH:24][CH:25]=[C:26]([O:29][CH3:30])[N:27]=4)[N:22]=[CH:21][C:20]=3[F:31])[CH2:2]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 44118830HCID 44118830, compoundHCID 575995778-Ethenyl-7-fluoro-2-(methoxy)-1,5-naphthyridine

Product 1

HCID 58989532HCID 58989532, compoundYield 37.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of phenylmethyl (3-azetidinylmethyl)carbamate (0.61 g, 2.76 mmole) in EtOH (1 mL) was added 8-ethenyl-7-fluoro-2-(methyloxy)-1,5-naphthyridine (673 mg, 3.3 mmole). After 24 h at 80° C., the reaction contents were purified on silica gel (CHCl3/MeOH, 9:1, containing 5% NH4OH) to afford the title compound (440 mg, 37%) as a light yellow oil: LC-MS (ES) m/e 425 (M+H)+.

Workup

  1. customthe reaction contents
  2. customwere purified on silica gel (CHCl3/MeOH, 9:1, containing 5% NH4OH)

Sources & evidence

ORD record
ord-65fbaaa9362e4829a8e0b34e2d7ed822
Source dataset
uspto-grants-2010_02
Patent number
US07655648B2

Reaction notes

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