Stannous chloride dihydrate → 5-Bromo-N2-methylpyridine-2,3-diamine

HRID 445620노트

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HRID 445620 반응식
[Br:1][C:2]1[CH:3]=[C:4]([N+:10]([O-])=O)[C:5]([NH:8][CH3:9])=[N:6][CH:7]=1.O.O.[Sn](Cl)Cl>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([NH2:10])[C:5]([NH:8][CH3:9])=[N:6][CH:7]=1

참가 물질

4

반응물 2

HCID 61436Stannous chloride dihydrateHCID 108681495-Bromo-N-methyl-3-nitropyridin-2-amine

생성물 1

HCID 151940325-Bromo-N2-methylpyridine-2,3-diamine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
70 °C

실험 절차

A suspension of (5-bromo-3-nitro-pyridin-2-yl)-methyl-amine (Stage 67.1.5, 4.58 g, 19.75 mmol) and tin dichloride dihydrate (Acros, Basel, Switzerland, 13.38 g, 59.3 mmol) in 200 ml of THF was heated at 70° C. for 220 min. The solvent was removed by evaporation and the residue taken in CH2Cl2 (100 ml) and 5 M aqueous NaOH (50 ml) and stirred until all the solid was dissolved. The organic layer was separated and the aqueous layer was extracted with CH2Cl2. The combined organic layers were washed with brine, dried over Na2SO4, filtered and evaporated to give the title compound as a brown solid. (HPLC: tR 1.69 min (Method A); M+H=202, 204 MS-ES).

후처리

  1. customThe solvent was removed by evaporation
  2. dissolutionwas dissolved
  3. customThe organic layer was separated
  4. extractionthe aqueous layer was extracted with CH2Cl2
  5. washThe combined organic layers were washed with brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-8ecbd0768a1849deae16685051c57af1
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476294B2

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