4-Chloro-1H-pyrrolo[2,3-b]pyridine → 4-(4-Phenyl-1H-imidazol-1-yl)-1H-pyrrolo[2,3-b]pyridine

HRID 1426504ノート

反応式

HRID 1426504 の反応式
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][CH:9]=[CH:10][C:3]=12.[C:11]1([C:17]2[N:18]=[CH:19][NH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[C:11]1([C:17]2[N:18]=[CH:19][N:20]([C:2]3[CH:7]=[CH:6][N:5]=[C:4]4[NH:8][CH:9]=[CH:10][C:3]=34)[CH:21]=2)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

参加物

3

反応物 2

HCID 113894934-Chloro-1H-pyrrolo[2,3-b]pyridineHCID 178418822HCID 178418822、化合物

生成物 1

HCID 177544094-(4-Phenyl-1H-imidazol-1-yl)-1H-pyrrolo[2,3-b]pyridine収率 291%

実験手順

A melt of 4-chloro-1H-pyrrolo[2,3-b]pyridine (0.050 g, 0.00033 mol) in 4-phenyl-1H-imidazole (0.24 g, 0.0016 mol) was heated at 200° C. overnight. The reaction was partitioned between ethyl acetate and saturated NaHCO3, separated and the organic phase was washed with brine. The organic layer was then dried and evaporated to give 250 mg of an orange oil. The oil was chromatographed with 7% MeOH/DCM, 0.7% NH4OH, sample in solvent system. Collected 74 mg of the product as an orange glass. The glass was triturated with hot DCE (1.5 mL) to give 51 mg of a brown solid which was dried at 60° C. for 4 h to afford the desired product (50 mg, 59 yield).

後処理

  1. customThe reaction was partitioned between ethyl acetate and saturated NaHCO3
  2. customseparated
  3. washthe organic phase was washed with brine
  4. customThe organic layer was then dried
  5. customevaporated

出典と根拠

ORDレコード
ord-df96bdb388f24a8d8ce4ebde7cc63317
出典データセット
uspto-grants-2015_01
特許番号
US08933086B2

反応ノート

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