Propyl isocyanate → 4-(dimethylamino-methyleneamino)-5-fluoro-2-oxo-2H-pyrimidine-1-carboxylic acid propylamide

HRID 1465901ノート

反応式

HRID 1465901 の反応式
[F:1][C:2]1[C:3]([N:9]=[CH:10][N:11]([CH3:13])[CH3:12])=[N:4][C:5]([OH:8])=[N:6][CH:7]=1.[CH2:14]([N:17]=[C:18]=[O:19])[CH2:15][CH3:16]>ClCCl>[CH2:14]([NH:17][C:18]([N:6]1[CH:7]=[C:2]([F:1])[C:3]([N:9]=[CH:10][N:11]([CH3:13])[CH3:12])=[N:4][C:5]1=[O:8])=[O:19])[CH2:15][CH3:16]

参加物

4

反応物 2

HCID 61033Propyl isocyanateHCID 178484257HCID 178484257、化合物

生成物 1

HCID 508983554-(dimethylamino-methyleneamino)-5-fluoro-2-oxo-2H-pyrimidine-1-carboxylic acid propylamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a 7 milliliter (mL) screw-cap vial were added dichloromethane (CH2Cl2; 5 milliliters (mL)), N′-(5-fluoro-2-hydroxy-pyrimidin-4-yl)-N,N-dimethylformamidine (200 milligrams (mg), 1.09 millimoles (mmol)), and propyl isocyanate (94 mg, 1.10 mmol). The mixture was shaken at room temperature for 16 hours (h). After evaporation and recrystallization of the crude product from CH2Cl2 and heptane, the title compound was isolated as a white solid (274 mg, 94%): mp 266-268° C.; 1H NMR (300 MHz, CDCl3) δ 10.42 (br s, 1H), 8.84 (s, 1H), 8.46 (d, J=6.6 Hz, 1H), 3.39-3.30 (m, 2H), 3.25 (s, 6H), 1.70-1.57 (m, 2H), 0.97 (t, J=7.4 Hz, 3H); ESIMS m/z 270 ([M+H]+).

後処理

  1. customTo a 7 milliliter (mL) screw-cap vial
  2. customAfter evaporation and recrystallization of the crude product from CH2Cl2 and heptane

出典と根拠

ORDレコード
ord-4332e84ad5bc457da5fc3a2f2074a874
出典データセット
uspto-grants-2015_04
特許番号
US09000002B2

反応ノート

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