1-Acetylindoline-5-sulfonamide → 1-ethyl-2,3-dihydro-1H-indole-5-sulfonamide

HRID 528821

反応式

HRID 528821 の反応式
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([S:13]([NH2:16])(=[O:15])=[O:14])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)(=O)[CH3:2].B.C1COCC1>C1COCC1>[CH2:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([S:13]([NH2:16])(=[O:14])=[O:15])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)[CH3:2]

参加物

4

反応物 2

HCID 8042081-Acetylindoline-5-sulfonamide2 回HCID 2723981Borane;tetrahydrofuran

生成物 1

HCID 321037261-ethyl-2,3-dihydro-1H-indole-5-sulfonamide収率 101.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of 1-acetylindoline-5-sulfonamide (Intermediate 52A, 120 mg, 0.50 mmol) in THF (2.0 mL) was added BH3.THF (5.0 mL, 5.0 mmol, 1.0M solution in THF). The resulting reaction mixture was stirred at room temperature for 1 h, then quenched carefully with MeOH and concentrated in vacuo to give the title compound (115 mg, 100%) as a white solid. 1H NMR (CD3OD) δ 7.56 (dd, J=8.4, 2.0 Hz, 1H), 7.48 (d, J=1.6 Hz, 1H), 6.46-6.44 (m, 1H), 3.51 (t, J=8.6 Hz, 2H), 3.24-3.20 (m, 2H), 2.99 (t, J=8.5 Hz, 2H), 1.17-1.13 (m, 3H); MS(ESI+) m/z 227.2 (M+H)+.

後処理

  1. customThe resulting reaction mixture
  2. customquenched carefully with MeOH
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-a4461fd026ea40dfb4bae997112420eb
出典データセット
uspto-grants-2016_05
特許番号
US09346795B2

関連ノート

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