Acetyl chloride → 2-[(2-Acetylaminoethyl)amino]-4-(3-methylanilino)pyrimidine-5-carboxamide

HRID 2303308ノート

反応式

HRID 2303308 の反応式
[C:1](Cl)(=[O:3])[CH3:2].C(N(CC)CC)C.[NH2:12][CH2:13][CH2:14][NH:15][C:16]1[N:21]=[C:20]([NH:22][C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[CH:24]=2)[C:19]([C:30]([NH2:32])=[O:31])=[CH:18][N:17]=1.C(OCC)(=O)C>C1COCC1.O>[C:1]([NH:12][CH2:13][CH2:14][NH:15][C:16]1[N:21]=[C:20]([NH:22][C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[CH:24]=2)[C:19]([C:30]([NH2:32])=[O:31])=[CH:18][N:17]=1)(=[O:3])[CH3:2]

参加物

7

反応物 4

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 98173492-(2-Aminoethylamino)-4-(m-tolylamino)pyrimidine-5-carboxamide

生成物 1

HCID 184608402-[(2-Acetylaminoethyl)amino]-4-(3-methylanilino)pyrimidine-5-carboxamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

An 87 μl portion of acetyl chloride and −170 μl of triethylamine were added to a mixture of 318 mg of 2-(2-aminoethylamino)-4-(3-methylanilino)pyrimidine-5-carboxamide and 20 ml of ethyl acetate, followed by stirring at room temperature for 30 minutes. Water and THF were added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and then concentrated under a reduced pressure. The resulting residue was recrystallized from a mixed solvent of THF and ethyl acetate, thereby obtaining 198 mg of 2-[(2-acetylaminoethyl)amino]-4-(3-methylanilino)pyrimidine-5-carboxamide (colorless crystals).

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under a reduced pressure
  5. customThe resulting residue was recrystallized from a mixed solvent of THF and ethyl acetate

出典と根拠

ORDレコード
ord-9c5a6a758bab411dbbcf3ad802ae517c
出典データセット
uspto-grants-2002_08
特許番号
US06432963B1

反応ノート

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