2,3-Diaminopyridine → HCID 13451701, compound

HRID 547382Notes

Reaction equation

HRID 547382 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:9]([O:16][C:17](Cl)=[O:18])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>O1CCCC1.N1C=CC=CC=1>[NH2:1][C:2]1[C:7]([NH:8][C:17](=[O:18])[O:16][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 99562,3-DiaminopyridineHCID 10387Benzyl chloroformate

Product 1

HCID 13451701HCID 13451701, compound

Reagents, catalysts & solvents 1

HCID 16069498Pyridine tetrahydrofuranSolvent

Procedure

To a solution of 2,3-diaminopyridine in tetrahydrofuran/pyridine (10/1) at 0° C. benzylchloroformate was added dropwise. The suspension was stirred at room temperature and after 2 hours partitioned between water and EtOAc. The organic phase was separated and the aqueous phase was extracted with EtOAc. The combined organic phases were dried over sodium sulfate and the filtrate concentrated to dryness under reduced pressure. To the residue was added Et2O-MeOH and the solid was filtered.

Workup

  1. custompartitioned between water and EtOAc
  2. customThe organic phase was separated
  3. extractionthe aqueous phase was extracted with EtOAc
  4. dry with materialThe combined organic phases were dried over sodium sulfate
  5. concentrationthe filtrate concentrated to dryness under reduced pressure
  6. additionTo the residue was added Et2O-MeOH
  7. filtrationthe solid was filtered

Sources & evidence

ORD record
ord-4b96f569b809458f94b63f6d610ec9c0
Source dataset
uspto-grants-2011_05
Patent number
US07939537B2

Reaction notes

Loading…