Potassium Carbonate → 2,5-dichloro-N-(3-iodo-4-methoxyphenyl)pyrimidin-4-amine

HRID 541905

反応式

HRID 541905 の反応式
[I:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[O:9][CH3:10])[NH2:5].[Cl:11][C:12]1[N:17]=[C:16](Cl)[C:15]([Cl:19])=[CH:14][N:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:11][C:12]1[N:17]=[C:16]([NH:5][C:4]2[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:2]([I:1])[CH:3]=2)[C:15]([Cl:19])=[CH:14][N:13]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 2372592,4,5-TrichloropyrimidineHCID 220545963-Iodo-4-methoxyaniline

生成物 1

HCID 579618942,5-dichloro-N-(3-iodo-4-methoxyphenyl)pyrimidin-4-amine収率 120.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a suspension of 3-iodo-4-methoxyaniline (8.0 g, 0.021 mol) and 2,4,5-trichloropyrimidine (4.13 g, 0.0225 mol) in N,N-dimethylformamide (57 mL) was added potassium carbonate (7.40 g, 0.0536 mol). The resultant mixture was stirred overnight at room temperature. The reaction mixture was filtered to remove K2CO3 and concentrated to give the residue (10 grams). The residue was triturated with EtOAc, and filtered under vacuum. The residue was purified by silica gel column chromatography to give the desired product (2.54 g, 30%). LCMS for C11H9Cl21N3O (M+H)+: m/z=396.0, 398.0.

後処理

  1. filtrationThe reaction mixture was filtered
  2. customto remove K2CO3
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-0e0f0b6938264464b5917390d75944aa
出典データセット
uspto-grants-2014_10
特許番号
US08871753B2

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