HCID 23151147, compound → HCID 23151298, compound

HRID 2386932Notes

Reaction equation

HRID 2386932 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][C:7]([O:10][CH2:11][CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[N:8][CH:9]=1)([O-])=O>CO>[NH2:1][C:4]1[CH:5]=[N:6][C:7]([O:10][CH2:11][CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[N:8][CH:9]=1

Participants

3

Reactant 1

HCID 23151147HCID 23151147, compound

Product 1

HCID 23151298HCID 23151298, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-nitro-2-(3-piperidin-1-yl-propoxy)pyrimidine (100 mg, 0.38 mmol) was dissolved in a mixed solvent of methanol (2 mL) and distilled water (2 mL), sodium dithionite (Na2S2O4) (655 mg) was added, and the mixture stirred for 30 minutes at room temperature. The solvent was distilled off under reduced pressure, methanol was added to the residue, and the precipitate was filtered off. The filtrate was concentrated, and the target compound (60 mg, 68%) was obtained as a yellow oily residue.

Workup

  1. distillationdistilled water (2 mL), sodium dithionite (Na2S2O4) (655 mg)
  2. additionwas added
  3. distillationThe solvent was distilled off under reduced pressure, methanol
  4. additionwas added to the residue
  5. filtrationthe precipitate was filtered off
  6. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-64bb8287ef7f4d58b450aede599fd0db
Source dataset
uspto-grants-2012_09
Patent number
US08268842B2

Reaction notes

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