tert-Butyl 6-nitro-3',6'-dihydro-[3,4'-bipyridine]-1'(2'H)-carboxylate → 2-Nitro-5-(1,2,3,6-tetrahydropyridin-4-yl)pyridine

反応式

[N+:1]([C:4]1[N:9]=[CH:8][C:7]([C:10]2[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]>Cl.O1CCOCC1>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH:11]=2)=[CH:8][N:9]=1)([O-:3])=[O:2]

参加物

実験手順

A mixture of tert-butyl 4-(6-nitropyridin-3-yl)-5,6-dihydropyridine-1(2H)-carboxylate 200a (2.0 g, 6.6 mmol) in HCl/dioxane (20 mL, 4M) was stirred at room temperature for 2 hours. It was then evaporated under reduced pressure. The residue was washed with ethyl acetate (3×7 mL) to afford 232a as a yellow solid (1.0 g, 74%). MS-ESI: [M+H]+ 206.

後処理

customIt was then evaporated under reduced pressure
washThe residue was washed with ethyl acetate (3×7 mL)

出典と根拠

ORDレコード: ord-1dc8cf2cb29f4320beae94362cf04255
出典データセット: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08921353B2

反応ノート

読み込み中…

参加物

反応物 1

HCID 49840377tert-Butyl 6-nitro-3',6'-dihydro-[3,4'-bipyridine]-1'(2'H)-carboxylate

生成物 1

HCID 866844372-Nitro-5-(1,2,3,6-tetrahydropyridin-4-yl)pyridine収率 74%

試薬・触媒・溶媒 1

HCID 204431481,4-Dioxane hydrochloride溶媒

実験手順

後処理

customIt was then evaporated under reduced pressure
washThe residue was washed with ethyl acetate (3×7 mL)

出典と根拠

ORDレコード: ord-1dc8cf2cb29f4320beae94362cf04255
出典データセット: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08921353B2

反応ノート

読み込み中…