2-Methoxy-1-Pyrroline → Ammonia

HRID 576682

反応式

HRID 576682 の反応式
CO[C:3]1[CH2:4][CH2:5][CH2:6][N:7]=1.[C@@H:8]1([NH2:17])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9]1>CO>[NH3:7].[C@@H:8]1([NH:17][C:3]2[CH2:4][CH2:5][CH2:6][N:7]=2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][CH2:9]1

参加物

5

反応物 2

HCID 3534432-Methoxy-1-PyrrolineHCID 86669221(1S)-1H-inden-1-amine

生成物 2

HCID 222Ammonia収率 5%HCID 51348935(S)-N-(2,3-dihydro-1H-inden-1-yl)-3,4-dihydro-2H-pyrrol-5-amine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 5-methoxy-3,4-dihydro-2H-pyrrole (520 mg) in MeOH (8 mL) was added (1S)-1H-inden-1-amine, 2,3-dihydro (538 mg, 4.04 mmol, CAS 61341-86-4) at room temperature. The mixture was stirred at room temperature for 40 h. The reaction was then cooled to room temperature and concentrated. Flash column chromatography (5% 7N NH3 in MeOH/DCM) yielded (S)—N-(2,3-dihydro-1H-inden-1-yl)-3,4-dihydro-2H-pyrrol-5-amine, as a white solid. 1H NMR (300 MHz, CDCl3) δ: 7.30-7.39 (m, 5H), 7.13-7.28 (m, 3H), 5.25-5.38 (m, 1H), 3.72 (t, J=6.7 Hz, 2H), 2.91-3.04 (m, 1H), 2.77-2.91 (m, 1H), 2.54-2.72 (m, 1H), 2.35-2.54 (m, 2H), 1.93-2.10 (m, 2H), 1.76-1.91 (m, 1H).

後処理

  1. temperatureThe reaction was then cooled to room temperature
  2. concentrationconcentrated

出典と根拠

ORDレコード
ord-5e44d82983c04151a94845f6fdcc7540
出典データセット
uspto-grants-2015_05
特許番号
US09040532B2

関連ノート

読み込み中…