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Phthalimide → 4-(3-Chloro-4-methoxybenzyl)amino-6-cyano-1-(4-phthalimidopiperidino)phthalazine

HRID 47334
ノート
印刷プレビュー

反応式

HRID 47334 の反応式
N(C(OCC)=O)=NC(OCC)=O.O[CH:14]1[CH2:19][CH2:18][N:17]([C:20]2[C:29]3[C:24](=[CH:25][C:26]([C:30]#[N:31])=[CH:27][CH:28]=3)[C:23]([NH:32][CH2:33][C:34]3[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[C:36]([Cl:42])[CH:35]=3)=[N:22][N:21]=2)[CH2:16][CH2:15]1.[C:43]1(=[O:53])[NH:47][C:46](=[O:48])[C:45]2=[CH:49][CH:50]=[CH:51][CH:52]=[C:44]12.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[Cl:42][C:36]1[CH:35]=[C:34]([CH:39]=[CH:38][C:37]=1[O:40][CH3:41])[CH2:33][NH:32][C:23]1[C:24]2[C:29](=[CH:28][CH:27]=[C:26]([C:30]#[N:31])[CH:25]=2)[C:20]([N:17]2[CH2:18][CH2:19][CH:14]([N:47]3[C:46](=[O:48])[C:45]4=[CH:49][CH:50]=[CH:51][CH:52]=[C:44]4[C:43]3=[O:53])[CH2:15][CH2:16]2)=[N:21][N:22]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6809PhthalimideHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 9888568Yze9gcm2BB

生成物 1

HCID 227445114-(3-Chloro-4-methoxybenzyl)amino-6-cyano-1-(4-phthalimidopiperidino)phthalazine収率 88.5%

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒
2 回

反応条件

温度
4 °C

実験手順

Then, 30 ml solution of 3.48 g diethyl azodicarboxylate in tetrahydrofuran was added to 100 ml solution of 4.2 g 1-(4-hydroxypiperidino)-4-(3-chloro-4-methoxybenzyl)amino-6-cyanophthalazine, 2.94 g phthalimide, and 5.24 g triphenylphosphine in tetrahydrofuran over 30 min under ice-cooling, and then it was stirred at 4° C. for 24 hr. The reaction solution was evaporated, water and ethyl acetate were added thereto, and then the insoluble matters were removed by filtration. The organic layer was concentrated, and the resulting residue was purified by silica gel column chromatography to give 4.85 g of 4-(3-chloro-4-methoxybenzyl)amino-6-cyano-1-(4-phthalimidopiperidino)phthalazine.

後処理

  1. temperaturecooling
  2. customThe reaction solution was evaporated
  3. additionwater and ethyl acetate were added
  4. customthe insoluble matters were removed by filtration
  5. concentrationThe organic layer was concentrated
  6. customthe resulting residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-3499b99806ee4668be7de89b733b6376
出典データセット
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06699870B2

反応ノート

読み込み中…

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