Pyridine → HCID 4709, 화합물

HRID 1617278노트

반응식

HRID 1617278 반응식
[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

참가 물질

7

반응물 3

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

생성물 1

HCID 4709HCID 4709, 화합물

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

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온도
5 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b81dd0dd7fce4a62abd7031f36a2f462
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765946B2

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