HCID 86618925, compound → HCID 86618924, compound

HRID 1615950Notes

Reaction equation

HRID 1615950 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:8][CH2:9][CH2:10][CH2:11][C:12]2[CH:21]=[CH:20][C:19]3[C:14](=[N:15][CH:16]=[CH:17][CH:18]=3)[N:13]=2)[C:3]=1[CH3:22]>[Pt]=O.C(O)C>[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:8][CH2:9][CH2:10][CH2:11][C:12]2[N:13]=[C:14]3[C:19]([CH2:18][CH2:17][CH2:16][NH:15]3)=[CH:20][CH:21]=2)[C:3]=1[CH3:22]

Participants

4

Reactant 1

HCID 86618925HCID 86618925, compound

Product 1

HCID 86618924HCID 86618924, compoundYield 98.7%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A sufficient quantity of ethanol to solubilize the product, and 15 mg of platinum oxide are added to 300 mg (0.953 mmoles) of 2-[3-(6-chloro-5-methyl-pyrimidin-4-yloxy)-propyl]-[1,8]naphthyridine. The reaction mixture is then purged under vacuum and surmounted on a balloon flask containing hydrogen. The reaction medium is left under stirring and at ambient temperature for 6 hours then overnight. The reaction mixture is then filtered on Clarcel and concentrated to dryness under reduced pressure (2 kPa). Then 300 mg of expected product is obtained.

Workup

  1. customThe reaction mixture is then purged under vacuum
  2. customsurmounted on a balloon flask
  3. additioncontaining hydrogen
  4. waitThe reaction medium is left
  5. customovernight
  6. filtrationThe reaction mixture is then filtered on Clarcel
  7. concentrationconcentrated to dryness under reduced pressure (2 kPa)

Sources & evidence

ORD record
ord-aca6be55096d434abd8c80f38ff07a25
Source dataset
uspto-grants-2014_07
Patent number
US08765766B2

Reaction notes

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