Triphenylphosphine → 2-(4-Methoxybenzyl)-3,4-dihydro-2,6-naphthyridin-1(2H)-one

HRID 1844017노트

반응식

HRID 1844017 반응식
O[CH2:2][CH2:3][C:4]1[CH:21]=[N:20][CH:19]=[CH:18][C:5]=1[C:6]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=1)=[O:7].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CCOC(/N=N/C(OCC)=O)=O>C1COCC1>[CH3:17][O:16][C:13]1[CH:14]=[CH:15][C:10]([CH2:9][N:8]2[CH2:2][CH2:3][C:4]3[C:5](=[CH:18][CH:19]=[N:20][CH:21]=3)[C:6]2=[O:7])=[CH:11][CH:12]=1

참가 물질

5

반응물 3

HCID 11776TriphenylphosphineHCID 5462977Diethyl azodicarboxylateHCID 899645143-(2-hydroxyethyl)-N-(4-methoxybenzyl)isonicotinamide

생성물 1

HCID 735546032-(4-Methoxybenzyl)-3,4-dihydro-2,6-naphthyridin-1(2H)-one수율 145.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3-(2-Hydroxyethyl)-N-(4-methoxybenzyl)isonicotinamide (220 mg, 0.769 mmol) was reacted with PPh3 (403 mg, 1.538 mmol), DEAD (0.15 mL, 0.922 mmol) and THF (10 mL) to afford the crude product. Purification by column chromatography on silica gel (1% methanol in CHCl3) afforded 300 mg of the product. LCMS: 66.95%, m/z=269.0 (M+1)

후처리

  1. customto afford the crude product
  2. customPurification by column chromatography on silica gel (1% methanol in CHCl3)

출처 및 근거

ORD 기록
ord-a1b3bcd25d6c4edebe54b0dff97e0005
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946260B2

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