Dimethylformamide → 2-(4-Ethoxycarboxypiperidino)carbonyl-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazoline hydrochloride

HRID 1938562ノート

反応式

HRID 1938562 の反応式
P(C#N)([O:6][CH2:7][CH3:8])(OCC)=O.C([N:13]([CH2:16][CH3:17])CC)C.[C:18]([C:21]1[N:30]=[C:29]([NH:31][CH2:32][C:33]2[CH:38]=[CH:37][C:36]3[O:39][CH2:40][O:41][C:35]=3[CH:34]=2)[C:28]2[C:23](=[CH:24][CH:25]=[C:26]([Cl:42])[CH:27]=2)[N:22]=1)(O)=[O:19].N1CC[CH:46]([C:47]([O:49][CH2:50][CH3:51])=O)CC1.CN(C)C=[O:57]>O>[ClH:42].[CH2:47]([O:49][CH:50]1[CH2:17][CH2:16][N:13]([C:18]([C:21]2[N:30]=[C:29]([NH:31][CH2:32][C:33]3[CH:38]=[CH:37][C:36]4[O:39][CH2:40][O:41][C:35]=4[CH:34]=3)[C:28]3[C:23](=[CH:24][CH:25]=[C:26]([Cl:42])[CH:27]=3)[N:22]=2)=[O:19])[CH:8]([C:7]([OH:6])=[O:57])[CH2:51]1)[CH3:46]

参加物

7

反応物 5

HCID 6228Dimethylformamide2 回HCID 8471TriethylamineHCID 70770Ethyl 4-piperidinecarboxylateHCID 76257Diethyl cyanophosphonateHCID 187966952-Carboxy-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazoline

生成物 1

HCID 187967612-(4-Ethoxycarboxypiperidino)carbonyl-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazoline hydrochloride

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of 0.50 ml (3.3 mmol) of diethyl cyanophosphate in 3 ml of dimethylformamide and 0.50 ml (3.6 mmol) of triethylamine were dropped, in this order, into a solution of 0.78 g (2.2 mmol) of 2-carboxy-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazoline and 0.50 g (3.2 mmol) of ethyl isonipecotate in 7 μl of dimethylformamide under cooling with ice and stirring. The obtained mixture was stirred under cooling with ice for 30 minutes and thereafter at room temperature for 3 hours, followed by the addition of water. The resulting mixture was extracted with ethyl acetate and the organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was distilled in a vacuum to remove the solvent. The residue was recrystallized from hydrochloric acid/ethanol/ether to give 0.96 g of the title compound.

後処理

  1. temperatureunder cooling with ice
  2. stirringThe obtained mixture was stirred
  3. temperatureunder cooling with ice for 30 minutes
  4. extractionThe resulting mixture was extracted with ethyl acetate
  5. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. distillationThe filtrate was distilled in a vacuum
  8. customto remove the solvent
  9. customThe residue was recrystallized from hydrochloric acid/ethanol/ether

出典と根拠

ORDレコード
ord-eed965443122450abf231d92d37e85cc
出典データセット
uspto-grants-1997_12
特許番号
US05693652

反応ノート

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