Potassium Carbonate → 1-{3-cyclopropyl-2-[2-methyl-4-(1-methyl-1H-pyrazol-3-yl)-phenoxymethyl]-phenyl}-4-methyl-1,4-dihydrotetrazole-5-one

HRID 628479ノート

反応式

HRID 628479 の反応式
Br[CH2:2][C:3]1[C:8]([CH:9]2[CH2:11][CH2:10]2)=[CH:7][CH:6]=[CH:5][C:4]=1[N:12]1[C:16](=[O:17])[N:15]([CH3:18])[N:14]=[N:13]1.[CH3:19][C:20]1[CH:25]=[C:24]([C:26]2[CH:30]=[CH:29][N:28]([CH3:31])[N:27]=2)[CH:23]=[CH:22][C:21]=1[OH:32].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH:9]1([C:8]2[C:3]([CH2:2][O:32][C:21]3[CH:22]=[CH:23][C:24]([C:26]4[CH:30]=[CH:29][N:28]([CH3:31])[N:27]=4)=[CH:25][C:20]=3[CH3:19])=[C:4]([N:12]3[C:16](=[O:17])[N:15]([CH3:18])[N:14]=[N:13]3)[CH:5]=[CH:6][CH:7]=2)[CH2:11][CH2:10]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 898757781-(2-Bromomethyl-3-cyclopropylphenyl)-4-methyl-1,4-dihydrotetrazol-5-oneHCID 1367563942-methyl-4-(1-methyl-1H-pyrazol-3-yl)-phenol

生成物 1

HCID 1179786221-{3-cyclopropyl-2-[2-methyl-4-(1-methyl-1H-pyrazol-3-yl)-phenoxymethyl]-phenyl}-4-methyl-1,4-dihydrotetrazole-5-one

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 1-(2-bromomethyl-3-cyclopropylphenyl)-4-methyl-1,4-dihydrotetrazole-5-one 0.30 g, 2-methyl-4-(1-methyl-1H-pyrazol-3-yl)-phenol (described in Reference Preparation example 29) 0.18 g, potassium carbonate 0.18 g and acetonitrile 10 ml was stirred with heating under reflux for four hours. After cooling to room temperature, the reaction mixture was filtered, and the filtrate was then concentrated. The resulting residue was subjected to a silica gel column chromatography to give 1-{3-cyclopropyl-2-[2-methyl-4-(1-methyl-1H-pyrazol-3-yl)-phenoxymethyl]-phenyl}-4-methyl-1,4-dihydrotetrazole-5-one (hereinafter, referred to as “Present compound 12”) 0.22 g.

後処理

  1. temperaturewith heating
  2. temperatureunder reflux for four hours
  3. filtrationthe reaction mixture was filtered
  4. concentrationthe filtrate was then concentrated

出典と根拠

ORDレコード
ord-4ee0e919fac2455e97a0f80549c52c3b
出典データセット
uspto-grants-2016_04
特許番号
US09314023B2

反応ノート

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