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Amantadine → HCID 69225165、化合物

HRID 2223232
ノート
印刷プレビュー

反応式

HRID 2223232 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[NH:11][C:12]3[C:17]([CH:18]=2)=[CH:16][CH:15]=[C:14]([C:19](O)=[O:20])[CH:13]=3)=[CH:6][CH:5]=1)([O-:3])=[O:2].CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1.[C:44]12([NH2:54])[CH2:53][CH:48]3[CH2:49][CH:50]([CH2:52][CH:46]([CH2:47]3)[CH2:45]1)[CH2:51]2>O.CCN(CC)CC.CN(C=O)C>[C:44]12([NH:54][C:19]([C:14]3[CH:13]=[C:12]4[C:17]([CH:18]=[C:10]([C:7]5[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=5)[NH:11]4)=[CH:16][CH:15]=3)=[O:20])[CH2:51][CH:50]3[CH2:49][CH:48]([CH2:47][CH:46]([CH2:52]3)[CH2:45]1)[CH2:53]2
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 2130AmantadineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 692257692-(4-Nitrophenyl)-1H-indole-6-carboxylic acid

生成物 1

HCID 69225165HCID 69225165、化合物

試薬・触媒・溶媒 3

HCID 962
Water
溶媒
HCID 6228Dimethylformamide溶媒
HCID 8471Triethylamine溶媒

実験手順

To an oven dried Argon cooled 100 mL flask, 605 mg acid 6, 493 mg EDCI.HCl, 348 mg of HOBt were added. While under Argon atmosphere, 30 mL of dry DMF and 1.79 mL of Et3N were added and the mixture was stirred at room temperature for 15 min. After this, 389 mg of 1-adamantylamine was added and the resulting mixture was heated at 60° C. with continuous stirring for a period of 16 hrs when TLC indicated the reaction was complete. The mixture was cooled to 0° C. and poured into water. The resulting yellow solid was collected and filtered to give the crude amide that was further purified by chromatography over silica gel using 50–90% ethyl acetate in hexane as eluent. Evaporation of the solvent yielded 600 mg of pure 7.

後処理

  1. temperatureTo an oven dried Argon cooled 100 mL flask
  2. temperaturethe resulting mixture was heated at 60° C.
  3. stirringwith continuous stirring for a period of 16 hrs when TLC
  4. temperatureThe mixture was cooled to 0° C.
  5. customThe resulting yellow solid was collected
  6. filtrationfiltered

出典と根拠

ORDレコード
ord-1e6c4a47b7924dd79ac61ef9e0d5faf7
出典データセット
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07375118B2

反応ノート

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