Sodium Methoxide → 5-(4-(2,3-Di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)butyl)-3-methoxy-4,5-dihydroisoxazole

HRID 517916노트

반응식

HRID 517916 반응식
Br[C:2]1[CH2:6][CH:5]([CH2:7][CH2:8][CH2:9][CH2:10][N:11]2[C:16]3=[N:17][C:18]([C:28]4[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=4)=[C:19]([C:21]4[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=4)[N:20]=[C:15]3[CH2:14][CH2:13][CH2:12]2)[O:4][N:3]=1.[CH3:35][O-:36].[Na+]>CO>[C:24]1([CH3:27])[CH:25]=[CH:26][C:21]([C:19]2[N:20]=[C:15]3[CH2:14][CH2:13][CH2:12][N:11]([CH2:10][CH2:9][CH2:8][CH2:7][CH:5]4[O:4][N:3]=[C:2]([O:36][CH3:35])[CH2:6]4)[C:16]3=[N:17][C:18]=2[C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=2)=[CH:22][CH:23]=1

참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 896903823-Bromo-5-(4-(2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)butyl)-4,5-dihydroisoxazole

생성물 1

HCID 896900075-(4-(2,3-Di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)butyl)-3-methoxy-4,5-dihydroisoxazole

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 3-bromo-5-(4-(2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)butyl)-4,5-dihydroisoxazole (step 1) (5195 mg, 10 mmol) in MeOH (5 ml) was treated with NaOMe (10 ml of 30% solution by weight) and heated at reflux for 2 hours. After cooling to RT, the reaction was quenched with water (100 ml) and the aqueous portion was extracted with EtOAc. The combined organic extracts were washed with brine, dried by passing through a phase separator and were concentrated under reduced pressure. The crude product was purified by chromatography on silica eluting with 0-60% EtOAc in iso-hexane to afford the titled compound as an orange oil;

후처리

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. customthe reaction was quenched with water (100 ml)
  4. extractionthe aqueous portion was extracted with EtOAc
  5. washThe combined organic extracts were washed with brine
  6. customdried
  7. concentrationwere concentrated under reduced pressure
  8. customThe crude product was purified by chromatography on silica eluting with 0-60% EtOAc in iso-hexane

출처 및 근거

ORD 기록
ord-5fa78f8d38b440e3b10d6d996969c8bb
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115129B2

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