Triethylamine → 3-(2,6-Dichlorophenyl)-1-(6-(4-fluorophenylamino)pyrimidin-4-yl)-1-methylurea

HRID 1038699ノート

反応式

HRID 1038699 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[CH:14]=[C:13]([NH:15][CH3:16])[N:12]=[CH:11][N:10]=2)=[CH:4][CH:3]=1.[Cl:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:19]=1[N:25]=[C:26]=[O:27].C(N(CC)CC)C>CN(C)C=O>[Cl:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:19]=1[NH:25][C:26](=[O:27])[N:15]([C:13]1[CH:14]=[C:9]([NH:8][C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)[N:10]=[CH:11][N:12]=1)[CH3:16]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 6045371,3-Dichloro-2-isocyanatobenzeneHCID 66669841N4-(4-fluorophenyl)-N6-methylpyrimidine-4,6-diamine

生成物 1

HCID 444129923-(2,6-Dichlorophenyl)-1-(6-(4-fluorophenylamino)pyrimidin-4-yl)-1-methylurea

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

A mixture of N-(4-fluoro-phenyl)-N′-methyl-pyrimidine-4,6-diamine (218.2 mg, 1 mmol), 2,6-dichlorophenyl isocyanate (188 mg, 1 mmol) and triethylamine (1.11 mL, 8 mmol) in dry dimethylformamide (2.5 mL) is shaken for 14 h at 90° C. The reaction mixture is evaporated in vacuo and the residue is distributed between ethyl acetate and half-saturated Na2CO3 solution. The organic layer is dried over Na2SO4, evaporated, and the residue purified by flash chromatography (CH2Cl2/CH3OH). The combined pure fractions are evaporated, the residue triturated with CH2Cl2 and the solid filtered off and dried in vacuo to afford the title compound.

後処理

  1. customThe reaction mixture is evaporated in vacuo
  2. dry with materialThe organic layer is dried over Na2SO4
  3. customevaporated
  4. customthe residue purified by flash chromatography (CH2Cl2/CH3OH)
  5. customThe combined pure fractions are evaporated
  6. customthe residue triturated with CH2Cl2
  7. filtrationthe solid filtered off
  8. customdried in vacuo

出典と根拠

ORDレコード
ord-05176d56a947485286f44188e7232737
出典データセット
uspto-grants-2013_10
特許番号
US08552002B2

反応ノート

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