Pyridine → Phenyl (6-methoxypyridazin-3-yl)carbamate

HRID 1666362Notes

Reaction equation

HRID 1666362 reaction equation
[NH2:1][C:2]1[N:3]=[N:4][C:5]([O:8][CH3:9])=[CH:6][CH:7]=1.CC#N.N1C=CC=CC=1.[C:19]1([O:25][C:26](Cl)=[O:27])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C1COCC1>[CH3:9][O:8][C:5]1[N:4]=[N:3][C:2]([NH:1][C:26](=[O:27])[O:25][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:7][CH:6]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 6342AcetonitrileHCID 15891Phenyl chloroformateHCID 816736-Methoxypyridazin-3-amine

Product 1

HCID 66833839Phenyl (6-methoxypyridazin-3-yl)carbamateYield 81.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 3-amino-6-methoxypyridazine (1.25 g, 10.0 mmol) in a mix of 1:1 THF:MeCN (20 mL), and pyridine (0.83 g, 1.5 mmol) was treated dropwise with phenylchloroformate (1.65 g, 10.5 mmol) in THF (10 mL). After stirring for 3 h, the resulting solid was collected and dried to provide the title compound (2 g, 81%).

Workup

  1. customthe resulting solid was collected
  2. customdried

Sources & evidence

ORD record
ord-489b887e9d534f8dba87748a47bf6d47
Source dataset
uspto-grants-2011_10
Patent number
US08044052B2

Reaction notes

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