Pyridine → HCID 4709、化合物

HRID 1617278ノート

反応式

HRID 1617278 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([NH2:19])[CH:17]=3)[N:12]=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1.N1C=CC=CC=1.[C:26](Cl)(=[O:29])[CH2:27][CH3:28]>CN(C1C=CN=CC=1)C.C1COCC1.C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([NH:19][C:26](=[O:29])[CH2:27][CH3:28])[CH:17]=3)[N:12]=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1

参加物

7

反応物 3

HCID 1049PyridineHCID 62324Propionyl chlorideHCID 5328042N4-(3-Bromophenyl)quinazoline-4,6-diamine

生成物 1

HCID 4709HCID 4709、化合物

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
5 °C

実験手順

N4-(3-bromophenyl)quinazoline-4,6-diamine (100 mg, 0.32 mmol), pyridine (0.3 mL), and DMAP (20 mg) were dissolved in 10 mL of anhydrous THF. The solution was cooled to 5° C. Propionyl chloride (33 mg, 0.35 mmol) was added to the reaction flask dropwise. Ice bath removed was removed, and the reaction mixture was stirred at room temperature and filtered. The filtrate was dried in vacuo to give a yellow solid. The yellow solid was dissolved in ethyl acetate, washed once with saturated Na2CO3, then with 10% acetic acid, and then with brine. The organic phase was dried, filtered, and stripped of solvent in vacuo to give a crude product which was purified by TLC to give the title compound as a whitish product.

後処理

  1. customIce bath removed
  2. customwas removed
  3. filtrationfiltered
  4. customThe filtrate was dried in vacuo
  5. customto give a yellow solid
  6. washwashed once with saturated Na2CO3
  7. customThe organic phase was dried
  8. filtrationfiltered
  9. customto give a crude product which
  10. customwas purified by TLC

出典と根拠

ORDレコード
ord-b81dd0dd7fce4a62abd7031f36a2f462
出典データセット
uspto-grants-2014_07
特許番号
US08765946B2

反応ノート

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