Triethylamine → (5-Chlorothieno[2,3-d]pyrimidin-4-yl)-[1-(4-isopropylphenyl)ethyl]amine

HRID 1678047

反応式

HRID 1678047 の反応式
Cl[C:2]1[C:3]2[C:10]([Cl:11])=[CH:9][S:8][C:4]=2[N:5]=[CH:6][N:7]=1.[CH:12]([C:15]1[CH:20]=[CH:19][C:18]([CH:21]([NH2:23])[CH3:22])=[CH:17][CH:16]=1)([CH3:14])[CH3:13].C(N(CC)CC)C>CN(C=O)C.O>[Cl:11][C:10]1[C:3]2[C:2]([NH:23][CH:21]([C:18]3[CH:19]=[CH:20][C:15]([CH:12]([CH3:14])[CH3:13])=[CH:16][CH:17]=3)[CH3:22])=[N:7][CH:6]=[N:5][C:4]=2[S:8][CH:9]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 37280391-(4-Isopropylphenyl)ethanamine2 回HCID 157457684,5-Dichlorothieno[2,3-d]pyrimidine

生成物 1

HCID 58629060(5-Chlorothieno[2,3-d]pyrimidin-4-yl)-[1-(4-isopropylphenyl)ethyl]amine収率 87.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 4,5-dichlorothieno[2,3-d]pyrimidine (prepared as taught in EP 447,891) (775 mg, 3.8 mmol), 1-(4-isopropylphenyl)ethanamine (compound 95) (734 mg, 4.5 mmol), and triethylamine (767 mg, 7.6 mmol) in DMF (20 mL) was allowed to react for 24 hours at 20° C. The reaction mixture was diluted with water and extracted thrice with Et2O. The organic portions were combined, washed with brine, and dried (Na2SO4). The mixture was filtered through silica gel, and the solvent was removed in vacuo. The residue was purified by flash chromatography (15 percent Et2O in pentane), yielding 1.1 g of oil.

後処理

  1. customto react for 24 hours at 20° C
  2. extractionextracted thrice with Et2O
  3. washwashed with brine
  4. dry with materialdried (Na2SO4)
  5. filtrationThe mixture was filtered through silica gel
  6. customthe solvent was removed in vacuo
  7. customThe residue was purified by flash chromatography (15 percent Et2O in pentane)

出典と根拠

ORDレコード
ord-0eaed487a385406cba3fe6eaed1b590d
出典データセット
uspto-grants-2011_08
特許番号
US08008487B2

関連ノート

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