Water → HCID 59438495、化合物

HRID 2177493ノート

反応式

HRID 2177493 の反応式
[CH3:1][N:2]1[C:7](=S)[CH2:6][CH2:5][C:4]([N+:15]([O-:17])=[O:16])([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)[CH2:3]1.[BH4-].[Na+].O>CO>[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][C:4]([N+:15]([O-:17])=[O:16])([C:9]2[CH:10]=[CH:11][N:12]=[CH:13][CH:14]=2)[CH2:3]1

参加物

5

反応物 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 59438526HCID 59438526、化合物

生成物 1

HCID 59438495HCID 59438495、化合物収率 57.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 105 mg (0.418 mmol) rac-1-Methyl-3-nitro-2,3,4,5-tetrahydro-1H-[3,4′]bipyridinyl-6-thione in 2.1 ml methanol was added 144 mg (3.8 mmol) NaBH4. The mixture was stirred at room temperature for 20 minutes. Water (1.0 ml) was added. The mixture was stirred for 1 hour. The methanol was removed in vacuo. The residue was diluted with water and extracted 3 times with dichloromethane. The combined extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude oil was purified on silica gel (Eluent: Heptane/ethyl acetate 0 to 100%) to provide 53 mg (57%) of the title compound as a yellow oil. MS (m/e): 222.3 (M+H).

後処理

  1. stirringThe mixture was stirred for 1 hour
  2. customThe methanol was removed in vacuo
  3. additionThe residue was diluted with water
  4. extractionextracted 3 times with dichloromethane
  5. dry with materialThe combined extracts were dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe crude oil was purified on silica gel (Eluent: Heptane/ethyl acetate 0 to 100%)

出典と根拠

ORDレコード
ord-f76da9001cdd40d8a21cfc064f22ea69
出典データセット
uspto-grants-2015_06
特許番号
US09067911B2

反応ノート

読み込み中…