HCID 58989532, compound → [(1-{2-[3-Fluoro-6-(methyloxy)-1,5-naphthyridin-4-yl]ethyl}-3-azetidinyl)methyl]amine

HRID 1441260Notes

Reaction equation

HRID 1441260 reaction equation
C1(COC(=O)[NH:10][CH2:11][CH:12]2[CH2:15][N:14]([CH2:16][CH2:17][C:18]3[C:27]4[C:22](=[CH:23][CH:24]=[C:25]([O:28][CH3:29])[N:26]=4)[N:21]=[CH:20][C:19]=3[F:30])[CH2:13]2)C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[F:30][C:19]1[CH:20]=[N:21][C:22]2[C:27]([C:18]=1[CH2:17][CH2:16][N:14]1[CH2:13][CH:12]([CH2:11][NH2:10])[CH2:15]1)=[N:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2

Participants

4

Reactant 1

HCID 58989532HCID 58989532, compound

Product 1

HCID 58989533[(1-{2-[3-Fluoro-6-(methyloxy)-1,5-naphthyridin-4-yl]ethyl}-3-azetidinyl)methyl]amineYield 95%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To a solution of phenylmethyl[(1-{2-[3-fluoro-6-(methyloxy)-1,5-naphthyridin-4-yl]ethyl}-3-azetidinyl)methyl]carbamate (0.44 g, 1.03 mmole) in MeOH (50 mL) was added Pd(OH)2 (100 mg). The reaction contents were placed under a balloon of H2 and stirred for 18 hours. The reaction contents were filtered through Celite® (MeOH) and concentrated under vacuum to give the title compound (0.28 g, 95%) as a light yellow oil: LC-MS (ES) m/e 291 (M+H)+.

Workup

  1. customThe reaction contents
  2. customThe reaction contents
  3. filtrationwere filtered through Celite® (MeOH)
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-f7f497b7f4ad4f7cbb0ea74688b0d4aa
Source dataset
uspto-grants-2010_02
Patent number
US07655648B2

Reaction notes

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