N-methyl-2-pyrrolidone → HCID 22622550, compound

HRID 840322Notes

Reaction equation

HRID 840322 reaction equation
[CH2:1]([NH:3][CH2:4][C:5]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:6]=1[O:12][CH2:13][CH:14]1[CH2:17][CH2:16][CH2:15]1)[CH3:2].Cl[C:19]1[N:20]=[N:21][CH:22]=[C:23](C#N)[CH:24]=1.C(=O)([O-])O.[Na+].[CH3:32][N:33]1C(=O)CCC1>>[Cl:11][C:9]1[CH:8]=[CH:7][C:6]([O:12][CH2:13][CH:14]2[CH2:17][CH2:16][CH2:15]2)=[C:5]([CH:10]=1)[CH2:4][N:3]([C:22]1[N:21]=[N:20][C:19]([C:32]#[N:33])=[CH:24][CH:23]=1)[CH2:1][CH3:2]

Participants

5

Reactant 4

HCID 13387N-methyl-2-pyrrolidoneHCID 516892Sodium BicarbonateHCID 22622523HCID 22622523, compoundHCID 226225313-chloropyridazine-5-carbonitrile

Product 1

HCID 22622550HCID 22622550, compound

Procedure

N-Ethyl 5-chloro-2-(cyclobutylmethoxy)benzylamine (2.1 g, 8.3 mmol) was coupled to the 3-chloro-5-cyanopyridazine (1.3 g, 8.25 mmol) with sodium hydrogen carbonate (0.71 g, 8.45 mmol) in NMP (10 ml) in a similar method to that of reference example 18. The title compound was purified by MPLC( dichloromethane, 1%MeOH/dichloromethane) (2.3 g, 78%) to give a solid.

Workup

  1. customThe title compound was purified by MPLC( dichloromethane, 1%MeOH/dichloromethane) (2.3 g, 78%)
  2. customto give a solid

Sources & evidence

ORD record
ord-d7032e25a73240628afb76b4f45420c6
Source dataset
uspto-grants-2002_04
Patent number
US06365603B1

Reaction notes

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