Water → 4-Allylamino-6-nitro-2-[2-(piperidinocarbonyl)ethylamino]quinazoline

HRID 1250604노트

반응식

HRID 1250604 반응식
[CH2:1]([NH:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=2)[N:8]=[C:7](Cl)[N:6]=1)[CH:2]=[CH2:3].Cl.[N:20]1([C:26]([CH2:28][CH2:29][NH2:30])=[O:27])[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1.C(N(CC)CC)C.O>C(#N)C>[CH2:1]([NH:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=2)[N:8]=[C:7]([NH:30][CH2:29][CH2:28][C:26]([N:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)=[O:27])[N:6]=1)[CH:2]=[CH2:3]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 177503443-Amino-1-(piperidin-1-yl)propan-1-one hydrochlorideHCID 183264874-Allylamino-2-chloro-6-nitroquinazoline

생성물 1

HCID 183265474-Allylamino-6-nitro-2-[2-(piperidinocarbonyl)ethylamino]quinazoline수율 87.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

150 mg (0.57 mmol) of 4-allylamino-2-chloro-6-nitroquinazoline was dissolved in 10 ml of acetonitrile, and then 220 mg (1.14 mmol) of 2-piperidinocarbonylethylamine hydrochloride and 0.40 ml (2.85 mmol) of triethylamine were added thereto, followed by heating under reflux overnight. To the reaction solution was added water, followed by extraction with ethyl acetate, washing with brine and drying over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by a silica gel column to give 191 mg (87.7%) of the title compound.

후처리

  1. temperatureby heating
  2. temperatureunder reflux overnight
  3. extractionfollowed by extraction with ethyl acetate
  4. washwashing with brine
  5. dry with materialdrying over anhydrous sodium sulfate
  6. distillationAfter the solvent was distilled off
  7. customthe residue was purified by a silica gel column

출처 및 근거

ORD 기록
ord-d13ea15565794d88ab9a2961f944eb54
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06339089B2

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