Morpholine → HCID 86706932、化合物

HRID 1750252ノート

反応式

HRID 1750252 の反応式
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(N(CC)C(C)C)(C)C.Cl[C:17]1[C:18]2[C:25]([I:26])=[CH:24][N:23]([CH2:27][O:28][CH2:29][CH2:30][Si:31]([CH3:34])([CH3:33])[CH3:32])[C:19]=2[N:20]=[CH:21][N:22]=1>C(O)CCC>[I:26][C:25]1[C:18]2[C:17]([N:1]3[CH2:6][CH2:5][O:4][CH2:3][CH2:2]3)=[N:22][CH:21]=[N:20][C:19]=2[N:23]([CH2:27][O:28][CH2:29][CH2:30][Si:31]([CH3:34])([CH3:33])[CH3:32])[CH:24]=1

参加物

5

反応物 3

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 867069334-chloro-5-iodo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine

生成物 1

HCID 86706932HCID 86706932、化合物

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

Morpholine (2.45 g, 28.1 mmol) and N,N-diisopropylethylamine (6.63 g, 51.3 mmol) were added to a solution of 4-chloro-5-iodo-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine (C1) (10.5 g, 25.6 mmol) in n-butanol (300 mL), and the reaction mixture was heated at reflux for 18 hours, then concentrated under reduced pressure. Aqueous hydrochloric acid (0.1 M, 100 mL) was added and the resulting solid was collected by filtration, washed with water (20 mL) and dried under vacuum to provide the product as a yellow solid. Yield: 8.0 g, 17 mmol, 66%. LCMS m/z 461.2 [M+H+]. 1H NMR (400 MHz, DMSO-d6) δ 8.39 (s, 1H), 7.81 (s, 1H), 5.52 (s, 2H), 3.80-3.86 (m, 4H), 3.46-3.53 (m, 6H), 0.77-0.84 (m, 2H), −0.10 (s, 9H).

後処理

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for 18 hours
  3. concentrationconcentrated under reduced pressure
  4. additionAqueous hydrochloric acid (0.1 M, 100 mL) was added
  5. filtrationthe resulting solid was collected by filtration
  6. washwashed with water (20 mL)
  7. customdried under vacuum

出典と根拠

ORDレコード
ord-d4a316004da642f5bb84e07558cdac92
出典データセット
uspto-grants-2015_10
特許番号
US09156845B2

反応ノート

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