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1-Hydroxybenzotriazole → 6-cyano-4-oxo-N-{[3-({3-[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]propanoyl}amino)phenyl]methyl}-3,4-dihydroquinazoline-2-carboxamide

HRID 606390
ノート
印刷プレビュー

反応式

HRID 606390 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:8][NH:9][C:10]([C:12]2[NH:21][C:20](=[O:22])[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([C:23]#[N:24])[CH:18]=3)[N:13]=2)=[O:11])[CH:5]=[CH:6][CH:7]=1.[C:25]1([C:31]([C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[N:32]2[CH:36]=[N:35][C:34]([CH2:37][CH2:38][C:39](O)=[O:40])=[N:33]2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.Cl.CN(C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1>CN(C=O)C>[C:23]([C:17]1[CH:18]=[C:19]2[C:14](=[CH:15][CH:16]=1)[N:13]=[C:12]([C:10]([NH:9][CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([NH:1][C:39](=[O:40])[CH2:38][CH2:37][C:34]3[N:35]=[CH:36][N:32]([C:31]([C:48]4[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=4)([C:42]4[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=4)[C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[N:33]=3)[CH:3]=1)=[O:11])[NH:21][C:20]2=[O:22])#[N:24]
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 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 667689233-[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]propanoic acidHCID 136054507N-[(3-aminophenyl)methyl]-6-cyano-4-oxo-3,4-dihydroquinazoline-2-carboxamide

生成物 1

HCID 136380964
6-cyano-4-oxo-N-{[3-({3-[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]propanoyl}amino)phenyl]methyl}-3,4-dihydroquinazoline-2-carboxamide
収率 86%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
40 °C

実験手順

A solution of N-[(3-aminophenyl)methyl]-6-cyano-4-oxo-3,4-dihydroquinazoline-2-carboxamide obtained in Reference Example 45 (120 mg, 0.376 mmol), 3-[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]propanoic acid obtained in Reference Example 25 (152 mg, 0.396 mmol), 1-[3-(dimethylamino)propyl]-3-ethyl-carbodiimide hydrochloride (106 mg, 0.554 mmol) and 1-hydroxybenzotriazole (74.9 mg, 0.554 mmol) in DMF (5 mL) was stirred at 40° C. for 15 hr. The reaction mixture was concentrated under reduced pressure, and water was added to residue. The resulting solid was collected by filtration, washed with water and IPE, and dried to give 6-cyano-4-oxo-N-{[3-({3-[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]propanoyl}amino)phenyl]methyl}-3,4-dihydroquinazoline-2-carboxamide as a white powder (232.0 mg, 86%).

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and water
  2. additionwas added to residue
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with water and IPE
  5. customdried

出典と根拠

ORDレコード
ord-05174b726f114c228e049004d3e0d140
出典データセット
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07915267B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート