Methyl iodide → HCID 13126000、化合物

HRID 1112102ノート

反応式

HRID 1112102 の反応式
[H-].[Na+].[F:3][CH:4]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])[C:8]2[CH:18]=[C:19]([Br:22])[CH:20]=[CH:21][C:7]=2[NH:6][C:5]1=[O:23].[CH3:24]I>O1CCCC1>[F:3][CH:4]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])[C:8]2[CH:18]=[C:19]([Br:22])[CH:20]=[CH:21][C:7]=2[N:6]([CH3:24])[C:5]1=[O:23]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 13125992HCID 13125992、化合物

生成物 1

HCID 13126000HCID 13126000、化合物収率 50%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A slurry of 0.17 g (0.007 mole) of sodium hydride in 10 ml of tetrahydrofuran was added to a solution of 1.8 g (0.005 mole) of 3-fluoro-7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one and 10 ml methyl iodide in 100 ml tetrahydrofuran. The reaction mixture was stirred for 3 hr at 25° and then poured into 300 ml ice water. The aqueous mixture was extracted with methylene chloride, and the extracts were dried (MgSO4) and then evaporated to dryness under reduced pressure. The residue was recrystallized from heptane to give 0.91 g (50%) of cream-colored crystals: mp 127°-130° (with previous softening); 1H nmr (CDCl3) δ 3.49 ppm (s, 3H), 5.62 ppm (d, J = 57 Hz, 1H) and 6.9-7.9 ppm (m, 7H); 19F nmr (CDCl3) δ -111.9 ppm (m, 1F) and -162.4 ppm (d, J = 57 Hz, 1F).

後処理

  1. extractionThe aqueous mixture was extracted with methylene chloride
  2. dry with materialthe extracts were dried (MgSO4)
  3. customevaporated to dryness under reduced pressure
  4. customThe residue was recrystallized from heptane

出典と根拠

ORDレコード
ord-ddab0329d842433794b1d9c9aa34ec65
出典データセット
uspto-grants-1978_10
特許番号
US04120856

反応ノート

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