Pyridine → HCID 118271287, compound

HRID 628486Notes

Reaction equation

HRID 628486 reaction equation
[CH:1]1([C:4]2[C:5]([CH2:17][O:18][C:19]3[CH:24]=[CH:23][C:22]([C:25]4[C:29]([CH3:30])=[C:28]([C:31]([NH2:33])=O)[N:27]([CH3:34])[N:26]=4)=[CH:21][C:20]=3[CH3:35])=[C:6]([N:10]3[C:14](=[O:15])[N:13]([CH3:16])[N:12]=[N:11]3)[CH:7]=[CH:8][CH:9]=2)[CH2:3][CH2:2]1.N1C=CC=CC=1.P(Cl)(Cl)(Cl)=O>O>[CH:1]1([C:4]2[C:5]([CH2:17][O:18][C:19]3[CH:24]=[CH:23][C:22]([C:25]4[C:29]([CH3:30])=[C:28]([C:31]#[N:33])[N:27]([CH3:34])[N:26]=4)=[CH:21][C:20]=3[CH3:35])=[C:6]([N:10]3[C:14](=[O:15])[N:13]([CH3:16])[N:12]=[N:11]3)[CH:7]=[CH:8][CH:9]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 24813Phosphorus oxychlorideHCID 118290392HCID 118290392, compound2×

Product 1

HCID 118271287HCID 118271287, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

At room temperature, to the mixture of 1-{3-cyclopropyl-2-[2-methyl-4-(5-aminocarbonyl-1,4-dimethyl-1H-pyrazol-3-yl)-phenoxymethyl]-phenyl}-4-methyl-1,4-dihydrotetrazole-5-one (Present compound 49) 0.8 g and pyridine 10 ml was added phosphorus oxychloride 0.58 g and was stirred for two hours. To the resulting mixture was added water 40 ml and precipitates were filtrated. The precipitates were washed with water and dried under reduced pressure to give 1-{3-cyclopropyl-2-[2-methyl-4-(5-cyano-1,4-dimethyl-1H-pyrazol-3-yl)-phenoxymethyl]-phenyl}-4-methyl-1,4-dihydrotetrazole-5-one (hereinafter, referred to as “Present compound 50”) 0.6 g.

Workup

  1. customprecipitates
  2. filtrationwere filtrated
  3. washThe precipitates were washed with water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-d33392a225c340d7a2e086f44826d255
Source dataset
uspto-grants-2016_04
Patent number
US09314023B2

Reaction notes

Loading…