HCID 10270183, 화합물 → HCID 10114380, 화합물

HRID 1271129노트

반응식

HRID 1271129 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([Cl:11])[CH:10]=1)[N:7]([C:12]1[CH:17]=[C:16]([NH:18][CH:19]([CH2:22][CH3:23])[CH2:20][CH3:21])[N:15]=[C:14]([CH3:24])[N:13]=1)[CH2:6][CH2:5]2.[Br-:25].[Br-].[Br-].[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>ClCCl>[Br:25][C:17]1[C:12]([N:7]2[C:8]3[C:4](=[CH:3][C:2]([Cl:1])=[CH:10][C:9]=3[Cl:11])[CH2:5][CH2:6]2)=[N:13][C:14]([CH3:24])=[N:15][C:16]=1[NH:18][CH:19]([CH2:22][CH3:23])[CH2:20][CH3:21]

참가 물질

4

반응물 2

HCID 10270183HCID 10270183, 화합물HCID 21124087Pyridiniumtribromide

생성물 1

HCID 10114380HCID 10114380, 화합물수율 93.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4-(5,7-dichloro-2,3-dihydro-1H-indol-1-yl)-6-(1-ethylpropylamino)-2-methylpyrimidine (1.15 g, 3.14 mmol) and pyridinium tribromide (1.16 g, 3.63 mmol) were stirred in dry dichloromethane (20 mL) at 20° C. for 16 h. The reaction mixture was quenched with saturated aqueous Na2S2O5 (6 mL) and diluted with EtOAc (200 mL). The EtOAc was washed with water, brine, dried and stripped in vacuo. The residue was chromatographed on silica gel using 20% EtOAc/hexanes to give the product, 5-bromo-4-(5,7-dichloro-2,3-dihydro-1H-indol-1-yl)-6-(1-ethylpropylamino)-2-methylpyrimidine (1.30 g, 93% yield).

후처리

  1. customThe reaction mixture was quenched with saturated aqueous Na2S2O5 (6 mL)
  2. additiondiluted with EtOAc (200 mL)
  3. washThe EtOAc was washed with water, brine
  4. customdried
  5. customThe residue was chromatographed on silica gel using 20% EtOAc/hexanes

출처 및 근거

ORD 기록
ord-0a6a696e42654ddc95fbbac178d9df0d
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07205306B2

반응 노트

불러오는 중…