Stannane, tributyl(phenylmethyl)- → 9-Benzyl-2-(4-methylphenyl)-2,6-dihydro[1,2,4]triazolo[4,3-c]quinazoline-3,5-dione

HRID 2406208ノート

反応式

HRID 2406208 の反応式
[CH2:1]([Sn](CCCC)(CCCC)CCCC)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:22]1[CH:31]=[CH:30][C:29]2[NH:28][C:27](=[O:32])[N:26]3[C:33](=[O:43])[N:34]([C:36]4[CH:41]=[CH:40][C:39]([CH3:42])=[CH:38][CH:37]=4)[N:35]=[C:25]3[C:24]=2[CH:23]=1>CN(C=O)C.CCN(CC)CC.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>[CH2:1]([C:22]1[CH:31]=[CH:30][C:29]2[NH:28][C:27](=[O:32])[N:26]3[C:33](=[O:43])[N:34]([C:36]4[CH:41]=[CH:40][C:39]([CH3:42])=[CH:38][CH:37]=4)[N:35]=[C:25]3[C:24]=2[CH:23]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 2

HCID 141419Stannane, tributyl(phenylmethyl)-HCID 1358703069-Bromo-2-(4-methylphenyl)-2,6-dihydro[1,2,4]triazolo[4,3-c]quinazoline-3,5-dione

生成物 1

HCID 1358703179-Benzyl-2-(4-methylphenyl)-2,6-dihydro[1,2,4]triazolo[4,3-c]quinazoline-3,5-dione収率 65%

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒

反応条件

温度
110 °C

実験手順

To a stirred solution of benzyltributyltin (69 mg, 0.184 mmol) and 8a (19.5 mg, 0.0525 mmol) in a mixture of 2 mL of DMF and 1 mL of NEt3, was added Pd(PPh3)4 (6.0 mg, 5.3 μmol). The seal tube was sealed under argon and the mixture was stirred at 110° C. for 18 h. The reaction the mixture was cooled and concentrated to dryness in vacuo and the crude product was purified by chromatography on a silica gel column. Elution with n-heptane/EtOAc (2:1) as eluent yielded 16a as a white solid (13 mg, 65%). mp: 299° C.,

後処理

  1. customThe seal tube was sealed under argon
  2. customThe reaction the mixture
  3. temperaturewas cooled
  4. concentrationconcentrated to dryness in vacuo
  5. customthe crude product was purified by chromatography on a silica gel column
  6. washElution with n-heptane/EtOAc (2:1) as eluent

出典と根拠

ORDレコード
ord-0ea7e6d8e72946018e08c98e6acb2320
出典データセット
uspto-grants-2014_08
特許番号
US08809355B2

反応ノート

読み込み中…