1,4-Dioxane → 2-chloro-N-cyclopropylfuro[3,2-d]pyrimidin-4-amine

HRID 1038804

반응식

HRID 1038804 반응식
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[O:10][CH:9]=[CH:8][C:6]=2[N:7]=1.O1CCOCC1.[CH:18]1([NH2:21])[CH2:20][CH2:19]1>CO>[Cl:1][C:2]1[N:3]=[C:4]([NH:21][CH:18]2[CH2:20][CH2:19]2)[C:5]2[O:10][CH:9]=[CH:8][C:6]=2[N:7]=1

참가 물질

5

반응물 3

HCID 312751,4-DioxaneHCID 69828CyclopropylamineHCID 457899682,4-Dichlorofuro[3,2-D]pyrimidine

생성물 1

HCID 866650932-chloro-N-cyclopropylfuro[3,2-d]pyrimidin-4-amine수율 91.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A vial was charged with 2,4-dichlorofuro[3,2-d]pyrimidine (0.50 g, 2.6 mmol, Ark Pharm), TEA (0.369 mL, 2.65 mmol), 1,4-dioxane (20 mL) and cyclopropylamine (0.186 mL, 2.65 mmol). The mixture was stirred at rt for about 5 h and then passed through a 5.0 g SiCO3 SPE cartridge, (MeOH eluent) and concentrated under reduced pressure. The residue was purified by silica gel chromatography with a gradient of 0 to 50% EtOAc/hexanes to give 2-chloro-N-cyclopropylfuro[3,2-d]pyrimidin-4-amine (0.5 g, 90%). 1H NMR (CDCl3): δ 7.77 (s, 1H); 6.80 (s, 1H), 5.51 (s, 1H) 3.07 (m, 1H) 0.96 (q, J=5 Hz, 15 Hz, 2H) 0.70, (q, J=5 Hz, 15 Hz, 2H).

후처리

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified by silica gel chromatography with a gradient of 0 to 50% EtOAc/hexanes

출처 및 근거

ORD 기록
ord-1c873bac6e8e477b8586de8914ea3b5b
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08551981B2

연결된 노트

불러오는 중…