Dimethylformamide → 2-{3-Pyridin-3-yl-1-[(5-pyridin-2-yl-2-thienyl)carbonyl]-4,5-dihydro-1h-pyrazol-5-yl}phenol

HRID 1712956노트

반응식

HRID 1712956 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH2:11][CH:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[OH:18])[NH:9][N:8]=2)[CH:2]=1.N1C=CC=CC=1[C:25]1[CH:29]=[CH:28][S:27][C:26]=1[C:30](O)=[O:31].CCN=C=N[CH2:38][CH2:39][CH2:40][N:41]([CH3:43])C.[CH3:44]N(C=O)C>C(Cl)Cl.CCOC(C)=O.O>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH2:11][CH:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[OH:18])[N:9]([C:30]([C:26]3[S:27][C:28]([C:40]4[CH:39]=[CH:38][CH:44]=[CH:43][N:41]=4)=[CH:29][CH:25]=3)=[O:31])[N:8]=2)[CH:2]=1

참가 물질

8

반응물 4

HCID 6228DimethylformamideHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 102420433-(Pyridin-2-yl)thiophene-2-carboxylic acidHCID 226963962-(3-pyridin-3-yl-4,5-dihydro-1H-pyrazol-5-yl)phenol

생성물 1

HCID 249635882-{3-Pyridin-3-yl-1-[(5-pyridin-2-yl-2-thienyl)carbonyl]-4,5-dihydro-1h-pyrazol-5-yl}phenol수율 49%

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 2-(3-pyridin-3-yl-4,5-dihydro-1H-pyrazol-5-yl)phenol (600 mg, 2.51 mmol) and pyridine-2-ylthiophene-2-carboxylic acid (515 mg, 2.51 mmol) in DCM (10 mL) was added EDCI (580 mg, 3.00 mmol) and DMF (3 mL). After stirring for 12 h, water and EtOAc were added. The resulting solid was filtered and washed with EtOAc and cold MeOH and dried under vacuum to give 2-[3-pyridin-3-yl-1-[(5-pyridin-2-yl-2-thienyl)carbonyl]-4,5-dihydro-1H-pyrazol-5-yl]phenol (I-76) (520 mg, 49%). LCMS: (AA) ES+ 427.4.

후처리

  1. filtrationThe resulting solid was filtered
  2. washwashed with EtOAc and cold MeOH
  3. customdried under vacuum

출처 및 근거

ORD 기록
ord-8f7cf0907c69431991e4513c4b93f966
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795249B2

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