Triethylamine → HCID 15428777、化合物

HRID 617180ノート

反応式

HRID 617180 の反応式
[NH2:1][C:2]1[N:11]=[C:10]([CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.C(N(CC)CC)C.[CH2:25]1[O:33][C:32]2[CH:31]=[CH:30][C:29]([CH2:34][C:35](Cl)=[O:36])=[CH:28][C:27]=2[O:26]1.C(=O)([O-])O.[Na+]>ClCCl>[NH2:1][C:2]1[N:11]=[C:10]([CH:12]2[CH2:17][CH2:16][N:15]([C:35](=[O:36])[CH2:34][C:29]3[CH:30]=[CH:31][C:32]4[O:33][CH2:25][O:26][C:27]=4[CH:28]=3)[CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 2756584Benzo[1,3]dioxol-5-yl-acetyl chlorideHCID 154287752-Amino-4-(4-piperidinyl)quinazoline

生成物 1

HCID 15428777HCID 15428777、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a suspension of 3,4-methylenedioxyphenylacetic acid (569 mg, 3.16 mmol) in chloroform (6 ml) was added thionyl chloride (1.2 ml). The mixture was refluxed for about 3 hours, and was evaporated. Toluene was added to the residue and the mixture was evaporated to remove the excess of thionyl chloride. To the residue was added dichloromethane (3 ml) to give a dichloromethane solution of 3,4-methylenedioxyphenylacetyl chloride. To an ice-cold mixture of 2-amino-4-(4-piperidinyl)quinazoline (600 mg, 2.63 mmol) and triethylamine (319 mg, 3.16 mmol) in dichloromethane (16 ml) was added dropwise the solution of 3,4-methylenedioxyphenylacetyl chloride prepared above under a nitrogen atmosphere. The mixture was stirred for about two hours and to the reaction mixture was added dichloromethane and saturated sodium hydrogencarbonate aqueous solution followed by extraction. The organic layer was washed with water, and then dried over sodium sulfate and evaporated in vacuo. The residue was purified by silica gel column chromatography (dichloromethane:methanol=30:1). Crystallization from methanol gave the titled compound (617 mg).

後処理

  1. customprepared above under a nitrogen atmosphere
  2. extractionfollowed by extraction
  3. washThe organic layer was washed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated in vacuo
  6. customThe residue was purified by silica gel column chromatography (dichloromethane:methanol=30:1)
  7. customCrystallization from methanol

出典と根拠

ORDレコード
ord-b7820777653c462f8a7af225103b724b
出典データセット
uspto-grants-1999_09
特許番号
US05948786

反応ノート

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