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 628479노트

반응식

HRID 628479 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]([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

참가 물질

5

반응물 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

생성물 1

HCID 1179786221-{3-cyclopropyl-2-[2-methyl-4-(1-methyl-1H-pyrazol-3-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 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.

후처리

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

출처 및 근거

ORD 기록
ord-4ee0e919fac2455e97a0f80549c52c3b
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09314023B2

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