Water → HCID 59438495, 화합물

HRID 2177493노트

반응식

HRID 2177493 반응식
[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

참가 물질

5

반응물 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 59438526HCID 59438526, 화합물

생성물 1

HCID 59438495HCID 59438495, 화합물수율 57.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

  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%)

출처 및 근거

ORD 기록
ord-f76da9001cdd40d8a21cfc064f22ea69
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09067911B2

반응 노트

불러오는 중…