Methanol → Methyl 6-pyrrolidinonicotinate

HRID 747792ノート

反応式

HRID 747792 の反応式
BrC1C=CC([N:8]2[CH2:12]CCC2)=NC=1.[CH3:13][OH:14].[CH2:15]([N:17]([CH2:20][CH3:21])[CH2:18][CH3:19])[CH3:16].C1(P([C:35]2[CH:40]=[CH:39]C=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C]=[O:42]>CN(C)C=O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C(OCC)(=O)C>[N:17]1([C:20]2[CH:21]=[CH:39][C:40]([C:35]([O:14][CH3:13])=[O:42])=[CH:12][N:8]=2)[CH2:18][CH2:19][CH2:16][CH2:15]1

参加物

9

反応物 5

HCID 887MethanolHCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 164142265-Bromo-2-(pyrrolidin-1-yl)pyridineHCID 178418416HCID 178418416、化合物

生成物 1

HCID 2794748Methyl 6-pyrrolidinonicotinate

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

2.6 g (11.1 mmol) of 5-bromo-2-(pyrrolidine-1-yl)pyridine was dissolved in 30 ml of dimethylformamide. 8.9 ml (220 mmol) of methanol, 3.06 ml (22 mmol) of triethylamine, 124 mg (0.5 mmol) of palladium (II) acetate and 2.7 g (11.1 mmol) of triphenylphosphine were added to the solution, and they were stirred in the presence of carbon monoxide at 70° C. overnight. After the treatment with ethyl acetate as the extractant in an ordinary manner, the crude product was obtained, which was purified by the silica gel column chromatography to obtain the title compound.

後処理

  1. customwhich was purified by the silica gel column chromatography

出典と根拠

ORDレコード
ord-a16781bad7bf46de800066aaed260b4c
出典データセット
uspto-grants-2008_07
特許番号
US07396844B1

反応ノート

読み込み中…