Ammonia → Ethyl 5-methyl-4-oxo-2-(thiophen-3-ylmethyl)-3,4-dihydrothieno[2,3-d]pyrimidine-6-carboxylate

HRID 2066937

反応式

HRID 2066937 の反応式
[NH2:1][C:2]1[S:6][C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:4]([CH3:12])[C:3]=1[C:13]([O:15]CC)=O.[S:18]1[CH:22]=[CH:21][C:20]([CH2:23][C:24]#[N:25])=[CH:19]1.Cl.O1CCOCC1.N>>[CH3:12][C:4]1[C:3]2[C:13](=[O:15])[NH:25][C:24]([CH2:23][C:20]3[CH:21]=[CH:22][S:18][CH:19]=3)=[N:1][C:2]=2[S:6][C:5]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8]

参加物

5

反応物 4

HCID 222AmmoniaHCID 78537Diethyl 5-amino-3-methylthiophene-2,4-dicarboxylateHCID 837303-ThienylacetonitrileHCID 204431481,4-Dioxane hydrochloride

生成物 1

HCID 68664667Ethyl 5-methyl-4-oxo-2-(thiophen-3-ylmethyl)-3,4-dihydrothieno[2,3-d]pyrimidine-6-carboxylate

実験手順

515 Milligrams of diethyl 5-amino-3-methylthiophene-2,4-dicarboxylate and 296 mg of 3-thiopheneacetonitrile were added to 8 mL of 4N hydrogen chloride-dioxane solution and stirred for 10 hours. Thereafter the liquid reaction mixture was poured on ice, and its pH was adjusted to 8-9 with 25% aqueous ammonia. Whereupon precipitated crystals were recovered by filtration and washed first with water, and then with hexane. The crude crystals were recrystallized from a liquid mixture of N,N-dimethylformamide and cyclohexane, to provide 397 mg of the title compound.

後処理

  1. customThereafter the liquid reaction mixture
  2. additionwas poured on ice, and its pH
  3. customWhereupon precipitated crystals
  4. filtrationwere recovered by filtration
  5. washwashed first with water
  6. customThe crude crystals were recrystallized from a liquid mixture of N,N-dimethylformamide and cyclohexane

出典と根拠

ORDレコード
ord-7ae2e1a642a94fbaaf7e00fb9956dc0f
出典データセット
uspto-grants-2012_10
特許番号
US08293754B2

関連ノート

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