Morpholine → 7-Bromo-2-(4-morpholinyl)[1,2,4]triazolo[1,5-a]pyridine

反応式

Br[C:2]1[N:11]=[C:5]2[CH:6]=[C:7]([Br:10])[CH:8]=[CH:9][N:4]2[N:3]=1.[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>>[Br:10][C:7]1[CH:8]=[CH:9][N:4]2[N:3]=[C:2]([N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)[N:11]=[C:5]2[CH:6]=1

参加物

反応物 2

HCID 8083Morpholine

HCID 677742742,7-Dibromo-[1,2,4]triazolo[1,5-a]pyridine

生成物 1

HCID 677768607-Bromo-2-(4-morpholinyl)[1,2,4]triazolo[1,5-a]pyridine収率 35.9%

実験手順

A mixture of 2,7-dibromo-[1,2,4]triazolo[1,5-a]pyridine (1 g, 3.61 mmol) and morpholine (10.0 g, 10 ml, 115 mmol) was refluxed for 4 hours under argon atmosphere, the formerly green mixture turning to yellow. The reaction mixture is concentrated to dryness, applied on silica and purified by flash chromatography on a 20 g silica column using heptane/ethyl acetate 10-100% as eluent affording 4-(7-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)morpholine (367 mg, 35.9%) as a white solid. mp.: 178-9° C. MS: m/z=285.0, 283.0 (M+H+).

後処理

temperaturewas refluxed for 4 hours under argon atmosphere
concentrationThe reaction mixture is concentrated to dryness
custompurified by flash chromatography on a 20 g silica column

出典と根拠

ORDレコード: ord-e16158c742354862a05a91aaa07942e4
出典データセット: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08349824B2

反応ノート

読み込み中…

参加物