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5-[(4-Fluorophenyl)methyl]-4H-1,2,4-triazole-3,4-diamine → Diethyl-{2-[3-(4-fluoro-benzyl)-5,8-dimethyl-9H-1,2,3a,4,9,10-hexaaza-cyclopenta[b]fluoren-6-yl]-ethyl}-amine hydrochloride

HRID 1822912
ノート
印刷プレビュー

反応式

HRID 1822912 の反応式
[ClH:1].C(N([CH:7]([C:9]1[C:10]([CH3:21])=[C:11]2[C:15](=[C:16]([CH3:18])[CH:17]=1)[NH:14][C:13](=O)[C:12]2=O)[CH3:8])CC)C.[F:22][C:23]1[CH:36]=[CH:35][C:26]([CH2:27][C:28]2[N:29]([NH2:34])[C:30]([NH2:33])=[N:31][N:32]=2)=[CH:25][CH:24]=1>C(O)CO.O.C(NCC)C>[ClH:1].[CH2:13]([N:14]([CH2:15][CH3:11])[CH2:8][CH2:7][C:9]1[C:10]([CH3:21])=[C:11]2[C:15](=[C:16]([CH3:18])[CH:17]=1)[NH:14][C:13]1[C:12]2=[N:34][N:29]2[C:28]([CH2:27][C:26]3[CH:35]=[CH:36][C:23]([F:22])=[CH:24][CH:25]=3)=[N:32][N:31]=[C:30]2[N:33]=1)[CH3:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 219193225-[(4-Fluorophenyl)methyl]-4H-1,2,4-triazole-3,4-diamineHCID 695972035-(N,N-diethylamino-2-ethyl)-4,7-dimethyl-1H-indole-2,3-dione hydrochloride

生成物 1

HCID 135788272Diethyl-{2-[3-(4-fluoro-benzyl)-5,8-dimethyl-9H-1,2,3a,4,9,10-hexaaza-cyclopenta[b]fluoren-6-yl]-ethyl}-amine hydrochloride

試薬・触媒・溶媒 3

HCID 174Ethylene Glycol溶媒HCID 962
Water
溶媒
HCID 8021Diethylamine溶媒

実験手順

0.60 mmol of 5-(N,N-diethylamino-2-ethyl)-4,7-dimethyl-1H-indole-2,3-dione hydrochloride (186.5 mg) and 0.70 mmol of (4-fluoro-benzyl)-[1,2,4]triazole-3,4-diamine (145 mg) in 1.5 mL of ethylene glycol was stirred at 125° C. for 1 day. The mixture was cooled to room temperature, diluted with water (5 mL), and neat diethylamine 0.5 mL was added. Stirred for 3 hours, the precipitate was collected by filtration, washed with water and dried on highvac. The obtained free base was suspended in water (10 mL), 2M HCl 0.5 mL was added, heated to boil, sonicated briefly while hot and then allowed to crystallize in a refrigerator (+5° C.) overnight. The precipitate was collected by filtration, washed with ice-cold water (2×1 mL) and dried on high vacuum.

後処理

  1. additionwas added
  2. filtrationthe precipitate was collected by filtration
  3. washwashed with water
  4. customdried on highvac
  5. addition2M HCl 0.5 mL was added
  6. temperatureheated
  7. customsonicated briefly while hot and
  8. customto crystallize in a refrigerator (+5° C.) overnight
  9. filtrationThe precipitate was collected by filtration
  10. washwashed with ice-cold water (2×1 mL)
  11. customdried on high vacuum

出典と根拠

ORDレコード
ord-745b65eade0c4455b130bc24b587b23e
出典データセット
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07037909B2

反応ノート

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