Diisopropylethylamine → 1-(6-Bromo-3-methoxy-2-pyridyl)-1,4-diazepan-6-ol

HRID 57908ノート

反応式

HRID 57908 の反応式
[Br:1][C:2]1[N:7]=[C:6](F)[C:5]([O:9][CH3:10])=[CH:4][CH:3]=1.Br.Br.[NH:13]1[CH2:19][CH:18]([OH:20])[CH2:17][NH:16][CH2:15][CH2:14]1.CCN(C(C)C)C(C)C>C(O)(C)C>[Br:1][C:2]1[N:7]=[C:6]([N:13]2[CH2:19][CH:18]([OH:20])[CH2:17][NH:16][CH2:15][CH2:14]2)[C:5]([O:9][CH3:10])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 426145691,4-Diazepan-6-ol dihydrobromideHCID 468638936-Bromo-2-fluoro-3-methoxypyridine

生成物 1

HCID 867071001-(6-Bromo-3-methoxy-2-pyridyl)-1,4-diazepan-6-ol収率 37.5%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
100 °C

実験手順

A mixture of 6-bromo-2-fluoro-3-methoxy-pyridine (2.660 mmol; 547.9 mg), 1,4-diazepan-6-ol dihydrobromide (3.989 mmol; 1109 mg), and N,N′-diisopropylethylamine (10.64 mmol; 1389 mg; 1.87 mL) in Isopropanol (10 mL) in a sealed pressure vial was heated at 100° C. overnight. The mixture was cooled to room temperature and concentrated. The residue was purified on silica eluted with 0 to 10% MeOH in DCM to afford 1-(6-bromo-3-methoxy-2-pyridyl)-1,4-diazepan-6-ol (301.2 mg, 37%).

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. concentrationconcentrated
  3. customThe residue was purified on silica
  4. washeluted with 0 to 10% MeOH in DCM

出典と根拠

ORDレコード
ord-2bae2907da894f6fa00b80858618068b
出典データセット
uspto-grants-2016_09
特許番号
US09434725B2

反応ノート

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