Potassium Carbonate → HCID 25052216, 화합물

HRID 1020268노트

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HRID 1020268 반응식
Cl[CH2:2][C:3]1[N:4]=[C:5]([NH:8][C:9]([NH:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[CH:14]=2)=[O:10])[S:6][CH:7]=1.[CH3:20][NH:21][C:22]1[C:27]([CH3:28])=[N:26][CH:25]=[CH:24][N:23]=1.C([O-])([O-])=O.[K+].[K+]>C(Cl)Cl>[F:19][C:15]1[CH:14]=[C:13]([CH:18]=[CH:17][CH:16]=1)[CH2:12][NH:11][C:9]([NH:8][C:5]1[S:6][CH:7]=[C:3]([CH2:2][N:21]([CH3:20])[C:22]2[C:27]([CH3:28])=[N:26][CH:25]=[CH:24][N:23]=2)[N:4]=1)=[O:10]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 44327445N,3-Dimethylpyrazin-2-amineHCID 58055090HCID 58055090, 화합물2회

생성물 1

HCID 25052216HCID 25052216, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
80 °C

실험 절차

A CH2Cl2 (5 mL) suspension of 1-(4-(chloromethyl)thiazol-2-yl)-3-(3-fluorobenzyl)urea (Intermediate XXI) (90 mg, 0.30 mmol), N,3-dimethylpyrazin-2-amine (69 mg, 0.56 mmol) and finely powdered K2CO3 (83 mg, 0.60 mmol) was evaporated to dryness. This mix was heated at 80° C. for 60 hours. Upon cooling, the organics were taken up in CH2Cl2 (3×5 mL) and the insolubles were removed by filtration. The volatiles were then removed in vacuo. The crude product was purified with chromatography (silica 1-4% MeOH in CH2Cl2) to afford the title compound. 1H NMR (400 MHz, CDCl3): 8.00 (s, 2H), 7.23 (m, 1H), 6.95 (m, 3H), 6.60 (s, 1H), 4.45 (d, 2H), 4.37 (s, 2H), 2.87 (s, 3H), 2.52 (s, 3H). MS (ES+): M/Z 387 (M+1).

후처리

  1. customwas evaporated to dryness
  2. temperatureUpon cooling
  3. customthe insolubles were removed by filtration
  4. customThe volatiles were then removed in vacuo
  5. customThe crude product was purified with chromatography (silica 1-4% MeOH in CH2Cl2)

출처 및 근거

ORD 기록
ord-59d7d571b2234a92affc9d29aee9a300
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716320B2

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