Triethylamine → HCID 86688150、化合物

HRID 1428946ノート

反応式

HRID 1428946 の反応式
CS(Cl)(=O)=O.[CH2:6]([N:8]1[CH:12]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[C:15]([CH3:20])[CH:14]=2)[N:10]=[C:9]1[CH2:21]O)[CH3:7].[CH2:23]([N:25](CC)CC)C.[C-]#N.[K+]>O1CCCC1>[CH2:6]([N:8]1[CH:12]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[C:15]([CH3:20])[CH:14]=2)[N:10]=[C:9]1[CH2:21][C:23]#[N:25])[CH3:7]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 9032Potassium Cyanide2 回HCID 31297Methanesulfonyl chlorideHCID 86688151HCID 86688151、化合物

生成物 1

HCID 86688150HCID 86688150、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

870 μL methanesulfonyl chloride was added to 2.5 g (1-ethyl-4-(4-fluoro-3-methyl-phenyl)-1H-imidazol-2-yl)-methanol and 1.85 mL triethylamine in 50 mL tetrahydrofuran. The reaction was stirred 1 h at RT and 1.4 g potassium cyanide was added and stiffing was continued for 3 h. Then 1.4 g potassium cyanide and 500 mg dibenzo-18-crone-6 was added and the reaction was stirred over night at RT. The mixture was filtered and evaporated. Dichlormethane was added to the residue and extracted with aqueous potassium carbonate solution. The organic layer was dried and evaporated. The residue was purified by chromatographie on silica gel (cyclohexane/ethyl acetate 3:2) to yield 533 mg of the desired product. Rt: 1.29 min (method K), (M+H)+: 244

後処理

  1. waitstiffing was continued for 3 h
  2. stirringthe reaction was stirred over night at RT
  3. filtrationThe mixture was filtered
  4. customevaporated
  5. additionDichlormethane was added to the residue
  6. extractionextracted with aqueous potassium carbonate solution
  7. customThe organic layer was dried
  8. customevaporated
  9. customThe residue was purified by chromatographie on silica gel (cyclohexane/ethyl acetate 3:2)

出典と根拠

ORDレコード
ord-deba2c27be6b4b17b74c07c58ed8480a
出典データセット
uspto-grants-2015_01
特許番号
US08937176B2

反応ノート

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