Sodium Bicarbonate → HCID 57594302、化合物

HRID 1621211ノート

反応式

HRID 1621211 の反応式
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C@H:12]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:13][CH2:14][OH:15])=[CH:7][CH:6]=1)=O.[NH2:24][C:25]1[C:30]([CH:31]([OH:33])[CH3:32])=[CH:29][CH:28]=[CH:27][N:26]=1.C(=O)(O)[O-].[Na+]>C(O)(C)C>[OH:15][CH2:14][CH2:13][C@@H:12]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:24]=[C:25]3[C:30]([CH:31]([OH:33])[CH3:32])=[CH:29][CH:28]=[CH:27][N:26]3[CH:2]=2)=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 447548961-(2-Aminopyridin-3-yl)ethanolHCID 575947321,1-dimethylethyl ((1S)-1-{[4-(bromoacetyl)phenyl]methyl}-3-hydroxypropyl)carbamate

生成物 1

HCID 57594302HCID 57594302、化合物

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

A mixture of 1,1-dimethylethyl ((1S)-1-{[4-(bromoacetyl)phenyl]methyl}-3-hydroxypropyl)carbamate (1.00 g, 2.59 mmol), 1-(2-amino-3-pyridinyl)ethanol (0.358 g, 2.59 mmol), and solid sodium bicarbonate (0.272 g, 3.24 mmol) in isopropanol (25 mL) was heated at reflux for 3.5 h. and concentrated in vacuo. The residue was dissolved in ethyl acetate, washed with water and brine, dried (Na2SO4), and concentrated. The resulting pale yellow solid was used in the next reaction without further purification. MS (ES+) m/e 426 [M+H]+.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 3.5 h.
  3. concentrationconcentrated in vacuo
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. washwashed with water and brine
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated
  8. customThe resulting pale yellow solid was used in the next reaction without further purification

出典と根拠

ORDレコード
ord-6622bec998db46b8a9f2a8cea2138ace
出典データセット
uspto-grants-2014_07
特許番号
US08772507B2

反応ノート

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