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

HRID 989695ノート

反応式

HRID 989695 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
90 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-bbd38e7f81c640ae9b8e3161a9c12994
出典データセット
uspto-grants-2002_10
特許番号
US06458798B1

反応ノート

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