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

HRID 628478노트

반응식

HRID 628478 반응식
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]([N:26]2[C:30]([CH3:31])=[C:29]([CH3:32])[C:28]([CH3:33])=[N:27]2)[CH:23]=[CH:22][C:21]=1[OH:34].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH:9]1([C:8]2[C:3]([CH2:2][O:34][C:21]3[CH:22]=[CH:23][C:24]([N:26]4[C:30]([CH3:31])=[C:29]([CH3:32])[C:28]([CH3:33])=[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

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 898757781-(2-Bromomethyl-3-cyclopropylphenyl)-4-methyl-1,4-dihydrotetrazol-5-oneHCID 118236550Methyl-4-(3,4,5-trimethyl-pyrazol-1-yl)-phenol

생성물 1

HCID 1182714141-{3-Cyclopropyl-2-[2-methyl-4-(3,4,5-trimethyl-pyrazol-1-yl)-phenoxymethyl]-phenyl}-4-methyl-1,4-dihydrotetrazole-5-one

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 1-(2-bromomethyl-3-cyclopropylphenyl)-4-methyl-1,4-dihydrotetrazole-5-one (described in Reference Preparation example 2) δ0 g, 2-methyl-4-(3,4,5-trimethyl-pyrazol-1-yl)-phenol (described in Reference Preparation example 20) 0.36 g, potassium carbonate 0.29 g and acetonitrile 15 ml was stirred with heating under reflux for seven 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-(3,4,5-trimethyl-pyrazol-1-yl)-phenoxymethyl]-phenyl}-4-methyl-1,4-dihydrotetrazole-5-one (hereinafter, referred to as “Present compound 2”) δ1 g.

후처리

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

출처 및 근거

ORD 기록
ord-78f7951acee647c8b8e591312ded0054
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09314023B2

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