Potassium Carbonate → 9-bromo-6-(4-methoxybenzyl)pyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one

HRID 707472

반응식

HRID 707472 반응식
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][CH:4]=1.[Br:11][C:12]1[CH:21]=[N:20][C:19]2[NH:18][C:17](=[O:22])[N:16]3[N:23]=[CH:24][N:25]=[C:15]3[C:14]=2[CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN1CCCC1=O>[Br:11][C:12]1[CH:21]=[N:20][C:19]2[N:18]([CH2:2][C:3]3[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][CH:4]=3)[C:17](=[O:22])[N:16]3[N:23]=[CH:24][N:25]=[C:15]3[C:14]=2[CH:13]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 699934-Methyloxybenzyl chlorideHCID 1363380329-bromopyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one

생성물 1

HCID 867053859-bromo-6-(4-methoxybenzyl)pyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one수율 70%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
40 °C

실험 절차

1-(Chloromethyl)-4-methoxybenzene (3.10 ml, 22.9 mmol) was added to a stirred solution of 9-bromopyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one (3.02 g, 11.35 mmol) and potassium carbonate (4.71 g, 34.1 mmol) in 1-methylpyrrolidinone (60 ml) and the mixture was heated at 40° C. for 14 hours. The mixture was filtered, and the resulting solid was washed liberally with dichloromethane. The combined organics were concentrated under vacuum and the residue was triturated with ethyl acetate (40 mL) to afford 3.07 g (70%) of the benzylated product as a brown powder.

후처리

  1. filtrationThe mixture was filtered
  2. washthe resulting solid was washed liberally with dichloromethane
  3. concentrationThe combined organics were concentrated under vacuum
  4. customthe residue was triturated with ethyl acetate (40 mL)

출처 및 근거

ORD 기록
ord-9f1f0f00d6fc48258b45a252c5d7ad14
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09175010B2

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