Trifluoroacetic acid → HCID 86721737、化合物

HRID 1522093ノート

反応式

HRID 1522093 の反応式
[Cl:1][C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[N:6][C:7]=1Cl.[C:10]1([NH2:17])[CH:15]=[CH:14][CH:13]=[C:12]([NH2:16])[CH:11]=1.C(O)(C(F)(F)F)=O>CS(C)=O>[NH2:16][C:12]1[CH:11]=[C:10]([NH:17][C:7]2[C:2]([Cl:1])=[C:3]([NH2:9])[N:4]=[CH:5][N:6]=2)[CH:15]=[CH:14][CH:13]=1

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 7935M-PhenylenediamineHCID 242192625,6-Dichloro-pyrimidin-4-ylamine

生成物 1

HCID 86721737HCID 86721737、化合物収率 82%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
90 °C

実験手順

Into a 20 mL was placed 5,6-dichloropyrimidin-4-amine (500 mg, 3.05 mmol), benzene-1,3-diamine (329.72 mg, 3.05 mmol) and a pre-made mixture of TFA:TEA (1:1 mol) (347.64 mg: 308.52 mg) dissolved in DMSO (6 mL). The mixture was heated at 90° C. overnight. The reaction mixture was then cooled to rt and the crude mixture was purified using column chromatography eluting 0-40% MeOH in EtOAc. The fractions containing the desired product was concentrated and lyophilized overnight to afford the desired product N4-(3-aminophenyl)-5-chloropyrimidine-4,6-diamine (82% yield) as a brown syrup.

後処理

  1. temperatureThe reaction mixture was then cooled to rt
  2. customthe crude mixture was purified
  3. washeluting 0-40% MeOH in EtOAc
  4. additionThe fractions containing the desired product
  5. concentrationwas concentrated

出典と根拠

ORDレコード
ord-948880c4e79d468d85e22e587a2394c4
出典データセット
uspto-grants-2015_07
特許番号
US09073947B2

反応ノート

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