Dimethylformamide → HCID 118290412, compound

HRID 628488Notes

Reaction equation

HRID 628488 reaction equation
[CH:1]1([C:4]2[CH:28]=[CH:27][CH:26]=[C:25]([N:29]3[C:33](=[O:34])[N:32]([CH3:35])[N:31]=[N:30]3)[C:5]=2[CH2:6][O:7][C:8]2[CH:13]=[CH:12][C:11]([N:14]3[C:18]([CH3:19])=[C:17]([CH:20]=[N:21]O)[C:16]([CH3:23])=[N:15]3)=[CH:10][C:9]=2[CH3:24])[CH2:3][CH2:2]1.CN(C)C=O.ClC1N=C(Cl)N=C(Cl)N=1>O>[CH:1]1([C:4]2[C:5]([CH2:6][O:7][C:8]3[CH:13]=[CH:12][C:11]([N:14]4[C:18]([CH3:19])=[C:17]([C:20]#[N:21])[C:16]([CH3:23])=[N:15]4)=[CH:10][C:9]=3[CH3:24])=[C:25]([N:29]3[C:33](=[O:34])[N:32]([CH3:35])[N:31]=[N:30]3)[CH:26]=[CH:27][CH:28]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 7954Cyanuric chlorideHCID 131735354HCID 131735354, compound

Product 1

HCID 118290412HCID 118290412, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

At room temperature, to the mixture of 1-{4-[2-Cyclopropyl-6-(4-methyl-5-oxo-4,5-dihydro-tetrazol-1-yl)-benzyloxy]-3-methyl-phenyl}-3,5-dimethyl-1H-pyrazole-4-carbaldehyde oxime (described in Reference Preparation example 118) 1.5 g and N,N-dimethylformamide was added 2,4,6-trichloro-[1,3,5]triazine 0.6 g and the resulting mixture was stirred at room temperature for three hours. To the resulting mixture was added water 100 ml and the precipitates were filtrated. The precipitates were washed with water and dried under reduced pressure to give 1-{3-cyclopropyl-2-[2-methyl-4-(4-cyano-3,5-dimethyl-pyrazol-1-yl)-phenoxymethyl]-phenyl}-4-methyl-1,4-dihydrotetrazole-5-one (hereinafter, referred to as “Present compound 52”) 1.0 g.

Workup

  1. filtrationthe precipitates were filtrated
  2. washThe precipitates were washed with water
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-84acf2da5cc143538006c2c94b502ea8
Source dataset
uspto-grants-2016_04
Patent number
US09314023B2

Reaction notes

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