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2-(Pyrazin-2-yl)but-3-yn-2-ol → (+/-)-2-Amino-1-ethyl-7-(3-hydroxy-3-pyrazin-2-ylbut-1-yn-1-yl)-N-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide

HRID 1260586
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인쇄 미리보기

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HRID 1260586 반응식
[NH2:1][C:2]1[N:3]([CH2:18][CH3:19])[C:4]2[C:9]([C:10](=[O:16])[C:11]=1[C:12]([NH:14][CH3:15])=[O:13])=[CH:8][CH:7]=[C:6](Cl)[N:5]=2.[N:20]1[CH:25]=[CH:24][N:23]=[CH:22][C:21]=1[C:26]([OH:30])([C:28]#[CH:29])[CH3:27]>CN(C=O)C.CCN(CC)CC.[Cu]I.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.Cl[Pd]Cl>[NH2:1][C:2]1[N:3]([CH2:18][CH3:19])[C:4]2[C:9]([C:10](=[O:16])[C:11]=1[C:12]([NH:14][CH3:15])=[O:13])=[CH:8][CH:7]=[C:6]([C:29]#[C:28][C:26]([OH:30])([C:21]1[CH:22]=[N:23][CH:24]=[CH:25][N:20]=1)[CH3:27])[N:5]=2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 582214102-(Pyrazin-2-yl)but-3-yn-2-olHCID 866423362-Amino-7-chloro-1-ethyl-N-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide

생성물 1

HCID 67081541(+/-)-2-Amino-1-ethyl-7-(3-hydroxy-3-pyrazin-2-ylbut-1-yn-1-yl)-N-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매
HCID 6102075
Dichlorobis(triphenylphosphine)palladium
촉매
HCID 22056947triethylamine N,N-dimethylformamide용매

실험 절차

A suspension of 1 g (3.56 mmol) of 2-amino-7-chloro-1-ethyl-N-methyl-4-oxo-1,4-dihydro[1,8]naphthyridine-3-carboxamide in 25 ml of a DMF/Et3N mixture (V/V; 2.5/1) is placed in a 10 ml microwave tube. This suspension is sparged with argon for 10 minutes and then 0.792 g of (±)-2-pyrazin-2-ylbut-3-yn-2-ol (5.34 mmol), 0.068 g of CuI (0.36 mmol) and 0.125 g of bis(triphenylphosphine) palladium(II)dichloride (0.18 mmol) are successively added.

후처리

  1. customis placed in a 10 ml microwave tube
  2. customThis suspension is sparged with argon for 10 minutes

출처 및 근거

ORD 기록
ord-90a93e1048f643c49828d50deed50099
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08470847B2

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