2-(6-(Benzyloxy)-3-nitropyridin-2-yl)acetonitrile → HCID 58386519, 화합물

HRID 74612노트

반응식

HRID 74612 반응식
[CH2:1]([O:8][C:9]1[N:14]=[C:13]([CH2:15][C:16]#[N:17])[C:12]([N+:18]([O-])=O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>[Ni].CCO.C(O)(=O)C>[NH2:18][C:12]1[C:13]([CH2:15][C:16]#[N:17])=[N:14][C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:10][CH:11]=1

참가 물질

6

반응물 2

HCID 146572592-(6-(Benzyloxy)-3-nitropyridin-2-yl)acetonitrileHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 58386519HCID 58386519, 화합물

시약·촉매·용매 3

HCID 935Nickel촉매HCID 176Acetic Acid용매HCID 702Ethanol용매

실험 절차

11 g (40 mmol) (6-benzyloxy-3-nitro-pyridin-2-yl)-acetonitrile and 1.7 g Raney nickel (washed with abs. EtOH) in 120 mL EtOH and 50 mL acetic acid were hydrogenated at RT in a hydrogen atmosphere of 3 bar. The catalyst was filtered off and the filtrate was evaporated down. The residue was combined with 30 mL water and adjusted to pH=10 with solid sodium carbonate. The aqueous phase was extracted several times with EtOAc. The combined organic phases were dried on magnesium sulphate, filtered and evaporated down. The residue was purified by flash chromatography. The product-containing fractions were combined and evaporated down.

후처리

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated down
  3. extractionThe aqueous phase was extracted several times with EtOAc
  4. customThe combined organic phases were dried on magnesium sulphate
  5. filtrationfiltered
  6. customevaporated down
  7. customThe residue was purified by flash chromatography
  8. customevaporated down

출처 및 근거

ORD 기록
ord-63bed0b2748b46bf8273e7ef027584f4
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829006B2

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