Potassium Hydroxide → HCID 59487255、化合物

HRID 1091905ノート

反応式

HRID 1091905 の反応式
C[Si]([C:5]#[C:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]2[NH:13][CH:14]=[CH:15][C:8]=12)(C)C.[F:16][C:17]1[C:22]([CH:23]=[O:24])=[C:21]([F:25])[CH:20]=[CH:19][C:18]=1[NH:26][S:27]([C:30]1[CH:35]=[CH:34][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:32][CH:31]=1)(=[O:29])=[O:28].[OH-].[K+].[Cl-].[NH4+]>O.CO>[C:6]([C:7]1[CH:12]=[CH:11][N:10]=[C:9]2[NH:13][CH:14]=[C:15]([CH:23]([OH:24])[C:22]3[C:17]([F:16])=[C:18]([NH:26][S:27]([C:30]4[CH:31]=[CH:32][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:34][CH:35]=4)(=[O:29])=[O:28])[CH:19]=[CH:20][C:21]=3[F:25])[C:8]=12)#[CH:5]

参加物

7

反応物 4

HCID 14797Potassium HydroxideHCID 25517Ammonium ChlorideHCID 242292724-[(Trimethylsilyl)ethynyl]-1H-pyrrolo[2,3-b]pyridineHCID 58086928HCID 58086928、化合物

生成物 1

HCID 59487255HCID 59487255、化合物収率 24.6%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

Into a round bottom flask 4-trimethylsilanylethynyl-1H-pyrrolo[2,3-b]pyridine (7, 0.250 g, 1.17 mmol), N-(2,4-difluoro-3-formyl-phenyl)-4-trifluoromethyl-benzenesulfonamide (4, 0.498 g, 1.36 mmol), and 2.0 mL of methanol were added and the suspension was stirred for 10 minutes. Potassium hydroxide (0.213 g, 3.79 mmol) was added and the reaction was stirred at room temperature for 6 hours. The reaction was poured into 25 mL of water and 25 mL of saturated ammonium chloride, then extracted with 50 mL or ethyl acetate. The organic layer was isolated and concentrated under vacuum. The residue was purified by silica gel column chromatography, eluting with a gradient of 5 to 60% ethyl acetate in hexanes. The appropriate fractions were combined and the solvents removed under vacuum to provide the desired compound (8, 0.146 g).

後処理

  1. stirringthe reaction was stirred at room temperature for 6 hours
  2. extractionextracted with 50 mL or ethyl acetate
  3. customThe organic layer was isolated
  4. concentrationconcentrated under vacuum
  5. customThe residue was purified by silica gel column chromatography
  6. washeluting with a gradient of 5 to 60% ethyl acetate in hexanes
  7. customthe solvents removed under vacuum

出典と根拠

ORDレコード
ord-c312ce6d43f54ced94ec9ea3d5f3815e
出典データセット
uspto-grants-2012_03
特許番号
US08129404B2

反応ノート

読み込み中…