HCID 10270183、化合物 → HCID 10114380、化合物

HRID 1271129ノート

反応式

HRID 1271129 の反応式
[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]

参加物

4

反応物 2

HCID 10270183HCID 10270183、化合物HCID 21124087Pyridiniumtribromide

生成物 1

HCID 10114380HCID 10114380、化合物収率 93.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-0a6a696e42654ddc95fbbac178d9df0d
出典データセット
uspto-grants-2007_04
特許番号
US07205306B2

反応ノート

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