ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Benzyl Bromide → Quinoline-6-carboxylic acid (2-benzyl-2H-tetrazol-5-ylmethyl)-amide

HRID 2080243
ノート
印刷プレビュー

反応式

HRID 2080243 の反応式
[N-]=[N+]=[N-].[Na+].[Cl-].[NH4+].C(CNC(C1C=C2C(=CC=1)N=CC=C2)=O)#N.[CH2:23](Br)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(=O)([O-])[O-].[K+].[K+].[N:37]1[NH:38][N:39]=[N:40][C:41]=1[CH2:42][NH:43][C:44]([C:46]1[CH:47]=[C:48]2[C:53](=[CH:54][CH:55]=1)[N:52]=[CH:51][CH:50]=[CH:49]2)=[O:45]>CN(C)C=O.C(OCC)(=O)C.O>[CH2:23]([N:38]1[N:39]=[N:40][C:41]([CH2:42][NH:43][C:44]([C:46]2[CH:47]=[C:48]3[C:53](=[CH:54][CH:55]=2)[N:52]=[CH:51][CH:50]=[CH:49]3)=[O:45])=[N:37]1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=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

10

反応物 6

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 55126745quinoline-6-carboxylic acid (2H-tetrazol-5-ylmethyl)amideHCID 58388078Quinoline-6-carboxylic acid cyanomethyl-amide

生成物 1

HCID 58875321
Quinoline-6-carboxylic acid (2-benzyl-2H-tetrazol-5-ylmethyl)-amide

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

Sodium azide (260 mg, 4.0 mmol) and ammonium chloride (210 mg, 4.0 mmol) were suspended in a solution of quinoline-6-carboxylic acid cyanomethyl-amide described in Preparation Example E-1 (420 mg, 2.0 mmol) in N,N-dimethylformamide (15 mL), and the solution was stirred at 100° C. for 12 hours. Benzyl bromide (0.12 mL, 1.0 mmol) and potassium carbonate (400 mg, 3.0 mmol) were added to a solution having half the amount of the solution containing quinoline-6-carboxylic acid (2H-tetrazol-5-ylmethyl)amide obtained, which was then stirred for 20 minutes at 50° C. Water and ethyl acetate were added to the reaction solution, which was then partitioned, NH silica gel was added to the organic layer, and the solvent was evaporated in vacuo for adsorption, purification was carried out by NH silica gel column chromatography, and the title compound (20 mg, 0.058 mmol) was obtained as a white solid.

後処理

  1. customobtained
  2. stirringwhich was then stirred for 20 minutes at 50° C
  3. customwas then partitioned
  4. additionNH silica gel was added to the organic layer
  5. customthe solvent was evaporated in vacuo for adsorption, purification

出典と根拠

ORDレコード
ord-1408cdae9fdb44e2905ac3ed7aff3acb
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07932272B2

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