Hydrochloric Acid → HCID 21083236、化合物

HRID 347634ノート

反応式

HRID 347634 の反応式
[C:1]([C:3]1[CH:21]=[CH:20][C:6]([C:7]([N:9]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[CH2:13][CH2:12][CH2:11][CH2:10]2)=[O:8])=[CH:5][CH:4]=1)#[N:2].Cl>CO.[Pd]>[NH2:2][CH2:1][C:3]1[CH:4]=[CH:5][C:6]([C:7]([N:9]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[CH2:13][CH2:12][CH2:11][CH2:10]2)=[O:8])=[CH:20][CH:21]=1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 21083245HCID 21083245、化合物

生成物 1

HCID 21083236HCID 21083236、化合物

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

To a degassed solution of the cyanobenzoyl benzaz pin from Example 1A (1.50 g, 5.43 mmol) in methanol (50 ml) were added concentrated hydrochloric acid (1.4 ml, 16.2 mmol) and 10% palladium-on-carbon (1.15 g). Hydrogen gas was bubbled through the mixture for 5 h at room temperature. The catalyst was removed by filtration through a pad of celite and the filtrate was evaporated in vacuo. The residue was partitioned between EtOAc and water. The aqueous layer was basified by addition of saturated sodium bicarbonate solution and extracted with dichloromethane (2 times). The combined organic extracts were washed with brine, dried over MgSO4, and concentrated in vacuo to give a white solid; yield 1.12 g (74%).

後処理

  1. customHydrogen gas was bubbled through the mixture for 5 h at room temperature
  2. customThe catalyst was removed by filtration through a pad of celite
  3. customthe filtrate was evaporated in vacuo
  4. customThe residue was partitioned between EtOAc and water
  5. additionThe aqueous layer was basified by addition of saturated sodium bicarbonate solution
  6. extractionextracted with dichloromethane (2 times)
  7. washThe combined organic extracts were washed with brine
  8. dry with materialdried over MgSO4
  9. concentrationconcentrated in vacuo
  10. customto give a white solid

出典と根拠

ORDレコード
ord-89d3f1d81801481fb78baf442d8fbb74
出典データセット
uspto-grants-2007_02
特許番号
US07176195B2

反応ノート

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