Triethylamine → HCID 178501494、化合物

HRID 17113

反応式

HRID 17113 の反応式
S([O-])([O-])(=O)=O.[Mg+2].[Br:7][C:8]1[N:13]=[C:12]([CH:14]=O)[CH:11]=[CH:10][CH:9]=1.C(N(CC)CC)C.Cl.[CH3:24][O:25][C:26](=[O:32])[C@H:27]([CH:29]([CH3:31])[CH3:30])[NH2:28]>>[CH3:24][O:25][C:26](=[O:32])[C@@H:27](/[N:28]=[CH:14]/[C:12]1[CH:11]=[CH:10][CH:9]=[C:8]([Br:7])[N:13]=1)[CH:29]([CH3:31])[CH3:30]

参加物

5

反応物 4

HCID 8471TriethylamineHCID 24083Sulfuric acid magnesium salt (1:1)HCID 111190Methyl valinate hydrochlorideHCID 27570096-Bromopyridine-2-carbaldehyde

生成物 1

HCID 178501494HCID 178501494、化合物

実験手順

Anhydrous magnesium sulfate (5.4 g), 6-bromopyridine-2-carboxaldehyde (5.0 g, 26.9 mmol) and triethylamine (3.75 mL, 26.9 mmol) were each added sequentially in one portion to a cooled (0° C.) solution of (L)-valine methyl ester hydrochloride (4.51 g, 26.9 mmol) and the reaction mixture was allowed to warm slowly to room temperature overnight under a nitrogen atmosphere. The mixture was then filtered and the filter cake washed with diethyl ether (100 mL) before evaporating the filtrate in vacuo. The residue was purified by column chromatography using 5:1 hexane/ethyl acetate as eluent to yield A469.1 (7.1 g, 88%). HPLC YMC S-5 4.6×33 mm (2 min grad): retention time 0.86 min, M+H+=202.08

後処理

  1. additioneach added sequentially in one portion to
  2. filtrationThe mixture was then filtered
  3. washthe filter cake washed with diethyl ether (100 mL)
  4. custombefore evaporating the filtrate in vacuo
  5. customThe residue was purified by column chromatography
  6. customto yield A469.1 (7.1 g, 88%)
  7. custom4.6×33 mm (2 min grad)

出典と根拠

ORDレコード
ord-579292326f8242fabf3213cdbc438ee7
出典データセット
uspto-grants-2010_06
特許番号
US07737279B2

関連ノート

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