Dimethylformamide → N-(2-Amino-5,6,7,8-tetrahydroquinazoline-4-yl)-N-(2-ethoxyethyl)amine

HRID 965652노트

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HRID 965652 반응식
Cl[C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[N:5]=[C:4]([NH2:12])[N:3]=1.C(N(CC)CC)C.CN(C)C=O.[CH2:25]([O:27][CH2:28][CH2:29][NH2:30])[CH3:26]>O>[NH2:12][C:4]1[N:3]=[C:2]([NH:30][CH2:29][CH2:28][O:27][CH2:25][CH3:26])[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[N:5]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 66970EthoxyethylamineHCID 137078204-Chloro-5,6,7,8-tetrahydroquinazolin-2-amine

생성물 1

HCID 15896205N-(2-Amino-5,6,7,8-tetrahydroquinazoline-4-yl)-N-(2-ethoxyethyl)amine수율 32.4%

시약·촉매·용매 1

HCID 962Water용매

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온도
90 °C

실험 절차

To a mixture of 4-chloro-5,6,7,8-tetrahydroquinazoline-2-ylamine (100 mg, 0.545 mmol), triethylamine (221 mg, 2.18 mmol) and dimethylformamide (2 ml) was added ethoxyethylamine (98 mg, 1.10 mmol) at room temperature. After the mixture was stirred for 2.5 hours at 90° C., the reaction mixture was poured into water and extracted with chloroform. The organic layer was washed with saturated brine, dried over sodium sulfate, filtered and the solvent in the filtrate was removed in vacuo. The residue was purified by preparative TLC (10% MeOH/CHCl3) to give the object compound (41.7 mg, 32.4%).

후처리

  1. extractionextracted with chloroform
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customthe solvent in the filtrate was removed in vacuo
  6. customThe residue was purified by preparative TLC (10% MeOH/CHCl3)

출처 및 근거

ORD 기록
ord-b69a8e1e6804409da7d980bf4aba3860
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06951866B2

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