Pyridine → HCID 22909121、化合物

HRID 1379037ノート

反応式

HRID 1379037 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:20]([C:21]3[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=3)=[C:11]3[NH:12][N:13]([CH2:16][CH:17]([CH3:19])[CH3:18])[CH2:14][CH2:15][N:10]3[N:9]=2)=[CH:4][CH:3]=1.N1C=CC=CC=1.[C:33](Cl)(=[O:35])[CH3:34].C(=O)(O)[O-].[Na+]>CN1CCCC1=O.C(OCC)(=O)C>[C:33]([N:12]1[C:11]2=[C:20]([C:21]3[CH:22]=[CH:23][N:24]=[CH:25][CH:26]=3)[C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)=[N:9][N:10]2[CH2:15][CH2:14][N:13]1[CH2:16][CH:17]([CH3:19])[CH3:18])(=[O:35])[CH3:34]

参加物

7

反応物 4

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 516892Sodium BicarbonateHCID 136395922HCID 136395922、化合物

生成物 1

HCID 22909121HCID 22909121、化合物収率 72.8%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 13387N-methyl-2-pyrrolidone溶媒2 回

実験手順

To a mixture of 7-(4-fluorophenyl)-2-isobutyl-8-(pyridin-4-yl)-1,2,3,4-tetrahydropyrazolo[5,1-c][1,2,4]triazine (70 mg, 0.199 mmol) and pyridine (31 mg, 0.398 mmol) in N-methyl-2-pyrrolidone (1.2 ml) was added acetyl chloride (19 mg, 0.239 mmol) in N-methyl-2-pyrrolidone (0.3 ml) at ambient temperature. The reaction mixture was stirred for 1 hour, then aqueous saturated sodium bicarbonate and ethyl acetate were added thereto. The organic phase was separated, and washed with water, brine, and dried over sodium sulfate. The solvent was evaporated, and the obtained residue was purified by column chromatography on silica gel (eluent:dichloromethane/methanol; 100/1~40/1). The fractions containing the object compound were concentrated in vacuo and the obtained oil was crystallized from diisopropyl ether to give 1-acetyl-7-(4-fluorophenyl)-2-isobutyl-8-(pyridin-4-yl)-1,2,3,4-tetrahydropyrazolo-[5,1-c][1,2,4]triazine (57.0 mg).

後処理

  1. customThe organic phase was separated
  2. washwashed with water, brine
  3. dry with materialdried over sodium sulfate
  4. customThe solvent was evaporated
  5. customthe obtained residue was purified by column chromatography on silica gel (eluent:dichloromethane/methanol; 100/1~40/1)
  6. additionThe fractions containing the object compound
  7. concentrationwere concentrated in vacuo
  8. customthe obtained oil was crystallized from diisopropyl ether

出典と根拠

ORDレコード
ord-b61adf3b975142ba97adf9b5daf34dda
出典データセット
uspto-grants-1997_09
特許番号
US05670503

反応ノート

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