Sodium hydride → HCID 178518417、化合物

HRID 750806ノート

反応式

HRID 750806 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[F:10])[CH2:5][OH:6].[H-].[Na+].CS([C:17]1[N:22]=[C:21]([OH:23])[C:20]([C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=2)=[C:19]([C:31]2[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][C:32]=2[Cl:38])[N:18]=1)(=O)=O>CN(C=O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[F:10])[CH2:5][O:6][C:17]1[N:22]=[C:21]([OH:23])[C:20]([C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=2)=[C:19]([C:31]2[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][C:32]=2[Cl:38])[N:18]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 5228333,4-Difluorobenzyl alcoholHCID 178504853HCID 178504853、化合物

生成物 1

HCID 178518417HCID 178518417、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a round bottom flask fitted with a magnetic stir bar and rubber septum was added 2 mL DMF, 3,4-difluorobenzyl alcohol (14 μl, 0.11 mmol) and sodium hydride (60% in oil, 4.5 mg, 0.12 mmol). The flask was flushed with nitrogen and 2-methylsulfonyl-4-hydroxy-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)pyrimidine (from Step A) (43 mg, 0.1 mmol) in 500 μL DMF was added by syringe. After 1 h, the reaction was quenched with aqueous NH4Cl. A precipitate fell out of solution and it was filtered, washed with water and dried under reduced pressure. HPLC/MS: m/e=494 (M+); Rt=4.28 min; 1H-NMR 500 MHz (CDCl3): δ 5.39 (s, 2H), 7.04 (d, J=9 Hz, 2H), 7.09 (d, J=9 Hz, 2H), 7.15-7.22 (m, 4H), 7.22-7.28 (m, 1H), 7.41 (d, J=2 Hz, 1H).

後処理

  1. customTo a round bottom flask fitted with a magnetic stir bar
  2. additionwas added by syringe
  3. customthe reaction was quenched with aqueous NH4Cl
  4. filtrationwas filtered
  5. washwashed with water
  6. customdried under reduced pressure

出典と根拠

ORDレコード
ord-2b29139e20e74d1ab0e9f4a651bd9c7f
出典データセット
uspto-grants-2008_07
特許番号
US07405221B2

反応ノート

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