6-(1,2-epoxyethyl)-2-phenyl-4H-1,3-dioxino[5,4-b]pyridine → N-[[4-[4-[[6-[[2-Hydroxy-2-(2-phenyl-4H-1,3-dioxino[5,4-b]pyridin-6-yl]ethyl](phenylmethyl)amino]hexyl]oxy]-1-butynyl]phenyl]methyl]pentanamide

HRID 1165273

反応式

HRID 1165273 の反応式
[O:1]1[CH2:3][CH:2]1[C:4]1[N:9]=[C:8]2[CH2:10][O:11][CH:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[O:13][C:7]2=[CH:6][CH:5]=1.[C:20]1([CH2:26][NH:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][O:34][CH2:35][CH2:36][C:37]#[C:38][C:39]2[CH:44]=[CH:43][C:42]([CH2:45][NH:46][C:47](=[O:52])[CH2:48][CH2:49][CH2:50][CH3:51])=[CH:41][CH:40]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CO>[OH:1][CH:2]([C:4]1[N:9]=[C:8]2[CH2:10][O:11][CH:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[O:13][C:7]2=[CH:6][CH:5]=1)[CH2:3][N:27]([CH2:26][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][O:34][CH2:35][CH2:36][C:37]#[C:38][C:39]1[CH:40]=[CH:41][C:42]([CH2:45][NH:46][C:47](=[O:52])[CH2:48][CH2:49][CH2:50][CH3:51])=[CH:43][CH:44]=1

参加物

4

反応物 2

HCID 137484036-(1,2-epoxyethyl)-2-phenyl-4H-1,3-dioxino[5,4-b]pyridineHCID 19862690N-[[4-[4-[[6-[(phenylmethyl)amino]hexyl]oxy]-1-butynyl]phenyl]methyl]pentanamide

生成物 1

HCID 19862666N-[[4-[4-[[6-[[2-Hydroxy-2-(2-phenyl-4H-1,3-dioxino[5,4-b]pyridin-6-yl]ethyl](phenylmethyl)amino]hexyl]oxy]-1-butynyl]phenyl]methyl]pentanamide収率 52%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 6-oxiranyl-2-phenyl-4H-1,3-dioxino[5,4-b]pyridine (0.712 g) and N-[[4-[4-[[6-[(phenylmethyl)amino]hexyl]oxy]-1-butynyl]phenyl]methyl]pentanamide (1.25 g) in methanol (10 ml) was refluxed for 1l h. The methanol was evaporated to leave an oil which was purified by FCC eluting with ER to give the title compound as a yellow oil (1.02 g), t.l.c. ER:triethylamine (100:1) Rf 0.2

後処理

  1. customThe methanol was evaporated
  2. customto leave an oil which
  3. customwas purified by FCC
  4. washeluting with ER

出典と根拠

ORDレコード
ord-db31c16490614ef982ad91ad7706ae8e
出典データセット
uspto-grants-1990_03
特許番号
US04908386

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