Potassium Carbonate → 3-(4-methoxybenzyl)-1-benzyl-6-chloro-3,4-dihydroquinazolin-2(1H)-one

HRID 545629노트

반응식

HRID 545629 반응식
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]([CH2:7][NH:8][CH2:9][C:10]2[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:11]=2Br)=[CH:5][CH:4]=1.C([O-])([O-])=O.[K+].[K+].[CH2:26]([N:33]=[C:34]=[O:35])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CN(C=O)C>[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]([CH2:7][N:8]2[CH2:9][C:10]3[C:11](=[CH:12][CH:13]=[C:14]([Cl:16])[CH:15]=3)[N:33]([CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:34]2=[O:35])=[CH:5][CH:4]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 76639Benzyl isocyanateHCID 66158876HCID 66158876, 화합물

생성물 1

HCID 671889683-(4-methoxybenzyl)-1-benzyl-6-chloro-3,4-dihydroquinazolin-2(1H)-one

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 6228Dimethylformamide용매

반응 조건

온도
120 °C

실험 절차

To a stirring mixture of N-(4-methoxybenzyl)(2-bromo-5-chlorophenyl)methanamine (0.94 g, 2.77 mmol), Pd(PPh3)4 (0.32 g, 0.277 mmol), and K2CO3 (0.77 g, 5.55 mmol) was added DMF (5.0 mL), followed by slow addition of benzyl isocyanate (0.38 mL, 3.05 mmol) at 0° C. The mixture was heated at 120° C. for 4 hrs. The resulting mixture was concentrated and passed through a short path of silica gel and eluted with DCM until the product eluted. The combined organic layers were concentrated to give the product 3-(4-methoxybenzyl)-1-benzyl-6-chloro-3,4-dihydroquinazolin-2(1H)-one as a pale yellow foam. MS m/e 340 (M+H)+.

후처리

  1. concentrationThe resulting mixture was concentrated
  2. washeluted with DCM until the product
  3. washeluted
  4. concentrationThe combined organic layers were concentrated

출처 및 근거

ORD 기록
ord-3745554f7bb44bcd8985aa7ec01b93b3
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935709B2

반응 노트

불러오는 중…