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Potassium Carbonate → HCID 53472322, 화합물

HRID 450503
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인쇄 미리보기

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HRID 450503 반응식
F[C:2]1[C:3](=[O:20])[N:4]([CH2:12][C:13]2[N:17]([CH3:18])[C:16](=[O:19])[NH:15][N:14]=2)[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].[F:21][CH:22]([F:32])[C:23]1[CH:24]=[C:25]([CH:28]=[C:29]([OH:31])[CH:30]=1)[C:26]#[N:27].C([O-])([O-])=O.[K+].[K+]>O>[F:21][CH:22]([F:32])[C:23]1[CH:24]=[C:25]([CH:28]=[C:29]([O:31][C:2]2[C:3](=[O:20])[N:4]([CH2:12][C:13]3[N:17]([CH3:18])[C:16](=[O:19])[NH:15][N:14]=3)[CH:5]=[CH:6][C:7]=2[C:8]([F:11])([F:10])[F:9])[CH:30]=1)[C:26]#[N:27]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 574435053-(Difluoromethyl)-5-hydroxybenzonitrileHCID 58460038HCID 58460038, 화합물

생성물 1

HCID 53472322HCID 53472322, 화합물

시약·촉매·용매 1

HCID 962Water용매

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온도
75 °C

실험 절차

A mixture of 3-fluoro-1-[(4-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]-4-(trifluoromethyl)pyridin-2(1 H)-one (8-8; 30 mg; 0.103 mmol), 3-(difluoromethyl)-5-hydroxybenzonitrile (8-7; 34.7 mg; 0.205 mmol) and K2CO3 (28.4 mg; 0.205 mmol) was heated to 75° C., and stirred overnight. After cooling to room temperature, the mixture was diluted with water and extracted with CH2Cl2. The combined organic extracts were dried (MgSO4) and concentrated in vacuo. Purification by mass-directed HPLC provided 2.1 mg (0.0048 mmol; 4.6%) of the title compound as a white solid. 1H NMR (400 MHz, DMSO): δ 11.70 (s, 1 H); 7.90 (d, J=7.3 Hz, 1 H); 7.80 (d, J=8.5 Hz, 2 H); 7.57 (s, 1 H); 7.05 (t, J=55.2 Hz, 1 H); 6.69 (d, J=7.3 Hz, 1 H); 5.17 (s, 2 H); 3.10 (s, 3 H).

후처리

  1. temperatureAfter cooling to room temperature
  2. extractionextracted with CH2Cl2
  3. dry with materialThe combined organic extracts were dried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customPurification by mass-directed HPLC

출처 및 근거

ORD 기록
ord-4336238dd9c143d4932c867626a9fbf6
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08486975B2

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