Potassium Carbonate → HCID 25052216、化合物

HRID 1020268ノート

反応式

HRID 1020268 の反応式
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]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 44327445N,3-Dimethylpyrazin-2-amineHCID 58055090HCID 58055090、化合物2 回

生成物 1

HCID 25052216HCID 25052216、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
80 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-59d7d571b2234a92affc9d29aee9a300
出典データセット
uspto-grants-2014_05
特許番号
US08716320B2

反応ノート

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