Methanol → Methyl 6-pyrrolidinonicotinate

HRID 747792노트

반응식

HRID 747792 반응식
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

참가 물질

9

반응물 5

HCID 887MethanolHCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 164142265-Bromo-2-(pyrrolidin-1-yl)pyridineHCID 178418416HCID 178418416, 화합물

생성물 1

HCID 2794748Methyl 6-pyrrolidinonicotinate

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  1. customwhich was purified by the silica gel column chromatography

출처 및 근거

ORD 기록
ord-a16781bad7bf46de800066aaed260b4c
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07396844B1

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