HCID 66587487、化合物 → 4-(Piperidin-1-yl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine

HRID 1408140ノート

反応式

HRID 1408140 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)=[CH:6][C:5]=1[B:16]1[O:20][C:19]([CH3:22])([CH3:21])[C:18]([CH3:24])([CH3:23])[O:17]1)([O-])=O>C(OCC)(=O)C.[C].[Pd]>[N:10]1([C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[C:5]([B:16]3[O:20][C:19]([CH3:22])([CH3:21])[C:18]([CH3:24])([CH3:23])[O:17]3)[CH:6]=2)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]1

参加物

4

反応物 1

HCID 66587487HCID 66587487、化合物

生成物 1

HCID 665874424-(Piperidin-1-yl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 8857Ethyl Acetate溶媒

実験手順

Into a 50-mL round-bottom flask, was placed a solution of 1-(4-nitro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine (600.0 mg, 1.81 mmol, 1.00 equiv) in ethyl acetate (30.0 mL), then Palladium carbon (10%) (150 mg) was added next. The gas of H2 was introduced in. The resulting solution was stirred for 1 h at 0˜5° C. The Pd/C was filtered out and the filtrate was collected and concentrated under vacuum. This resulted in 545.8 mg (99%) of 4-(piperidin-1-yl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine as a green to yellow solid. The target product was unstable, it was used to the next reaction step rapidly

後処理

  1. customInto a 50-mL round-bottom flask, was placed
  2. additionThe gas of H2 was introduced in
  3. filtrationThe Pd/C was filtered out
  4. customthe filtrate was collected
  5. concentrationconcentrated under vacuum
  6. customThis resulted in 545.8 mg (99%) of 4-(piperidin-1-yl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine as a green to yellow solid
  7. customit was used to the next reaction step rapidly

出典と根拠

ORDレコード
ord-f0ad59e5a4794b598df719afd7840a87
出典データセット
uspto-grants-2014_12
特許番号
US08916569B2

反応ノート

読み込み中…