Hydrochloric Acid → [4-({5-(2-phenylethyl)-3-[4-(trifluoromethyl)phenyl]-1H-pyrazol-1-yl}methyl)phenyl]methanol

HRID 507924노트

반응식

HRID 507924 반응식
[C:1]1([CH2:7][CH2:8][C:9]2[NH:13][N:12]=[C:11]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=3)[CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[CH2:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32][OH:33])=[CH:28][CH:27]=1.C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O>[C:1]1([CH2:7][CH2:8][C:9]2[N:13]([CH2:25][C:26]3[CH:31]=[CH:30][C:29]([CH2:32][OH:33])=[CH:28][CH:27]=3)[N:12]=[C:11]([C:14]3[CH:15]=[CH:16][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:18][CH:19]=3)[CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 5107660[4-(Chloromethyl)phenyl]methanolHCID 231573735-(2-phenylethyl)-3-[4-(trifluoromethyl)phenyl]-1H-pyrazole

생성물 1

HCID 23157337[4-({5-(2-phenylethyl)-3-[4-(trifluoromethyl)phenyl]-1H-pyrazol-1-yl}methyl)phenyl]methanol수율 50%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
120 °C

실험 절차

A mixture of 5-(2-phenylethyl)-3-[4-(trifluoromethyl)phenyl]-1H-pyrazole (318 mg, 1.01 mmol), [4-(chloromethyl)phenyl]methanol (240 mg, 1.53 mmol), potassium carbonate (276 mg, 2.0 mmol) and N,N-dimethylformamide (10 mL) was stirred at 120° C. for 1 hr. The reaction mixture was poured into 1 N hydrochloric acid, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was dried using a Presep Dehydration tube (manufactured by Wako Pure Chemical Industries, Ltd.) and concentrated. The residue was purified by silica gel column chromatography (10%-80% ethyl acetate/hexane) to give the title compound (220 mg, yield 50%) as a yellow oil.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe ethyl acetate layer was dried
  3. concentrationconcentrated
  4. customThe residue was purified by silica gel column chromatography (10%-80% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-2eb1e7ce439641e18f08f3781a17bd56
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786165B2

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