Sodium Hydroxide → 2,6-Diaminopyridine-3-carbonitrile

반응식

[NH2:1][C:2]1[N:10]=[C:9]([NH2:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=O.P(Cl)(Cl)(Cl)=O.[OH-].[Na+]>>[NH2:1][C:2]1[N:10]=[C:9]([NH2:11])[CH:8]=[CH:7][C:3]=1[C:4]#[N:6]

참가 물질

반응물 3

HCID 14798Sodium Hydroxide

HCID 24813Phosphorus oxychloride

HCID 204748872,6-Diaminopyridine-3-carboxamide

생성물 1

HCID 218881622,6-Diaminopyridine-3-carbonitrile수율 74.2%

반응 조건

온도: 100 °C

실험 절차

2,6-Diamino-nicotinamide (520 mg) described in Manufacturing Example 7-1 and phosphorus oxychloride (5.0 g) were stirred for 0.5 hour at 100° C. The reaction solution was added to 0° C. dilute aqueous sodium hydroxide, which was then extracted with ethyl acetate. The organic layer was concentrated and the residue was purified with NH silica gel column chromatography (ethyl acetate) to obtain the titled compound (340 mg).

후처리

extractionwas then extracted with ethyl acetate
concentrationThe organic layer was concentrated
customthe residue was purified with NH silica gel column chromatography (ethyl acetate)

출처 및 근거

ORD 기록: ord-7f886482509f4db68bfcb5fd94c37ebe
출처 데이터셋: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08183264B2

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