반응식
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[NH:10][CH2:11][C:12]1[C:17]([F:18])=[CH:16][C:15](B(O)O)=[CH:14][C:13]=1[F:22].Br[C:24]1[CH:25]=[C:26]([N+:30]([O-:32])=[O:31])[CH:27]=[CH:28][CH:29]=1.C([O-])([O-])=O.[Na+].[Na+]>COCCOC.CCOC(C)=O.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[F:22][C:13]1[CH:14]=[C:15]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([N+:30]([O-:32])=[O:31])[CH:25]=2)[CH:16]=[C:17]([F:18])[C:12]=1[CH2:11][NH:10][CH:2]1[CH2:3][C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:1]1참가 물질
7
반응물 3
생성물 1
시약·촉매·용매 3
반응 조건
- 온도
- 80 °C
실험 절차
A mixture of {4-[(2,3-dihydro-1H-inden-2-ylamino)methyl]-3,5-difluoro-phenyl}boronic acid (740 mg, 2.44 mmol; Ex V-22), 3-bromonitrobenzene (495 mg, 2.44 mmol), PdCl2(dppf)2 (100 mg, 0.12 mmol) and Na2CO3 (4.90 mL, 2.0 M (aq)) in DME (10 mL) was stirred at 80° C. for 45 min. The mixture was diluted with EtOAc then filtered through a pad of Celite and silica gel. The filtrate was washed with H2O and brine, dried over Na2SO4 then concentrated to give N-[(3,5-difluoro-3′-nitro-4-biphenylyl)methyl]-2,3-dihydro-1H-inden-2-amine as a tan glass. LC/MS (method A) 0.62 min, (m/z) 381 (70%), 382 (100%).
후처리
- filtrationthen filtered through a pad of Celite and silica gel
- washThe filtrate was washed with H2O and brine
- dry with materialdried over Na2SO4
- concentrationthen concentrated
출처 및 근거
- ORD 기록
- ord-53a5403519d04d5e939b86c3c3f282f8
- 출처 데이터셋
- uspto-grants-2014_09
- 특허 번호
- US08822518B2
연결된 노트
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