HCID 53708919, 화합물 → HCID 11481657, 화합물

HRID 459877노트

반응식

HRID 459877 반응식
[N+:1]([C:4]1[CH:5]=[C:6]2[CH2:12][C@:11]3([CH:17]4[CH2:18][CH2:19][N:14]([CH2:15][CH2:16]4)[CH2:13]3)[O:10][C:7]2=[N:8][CH:9]=1)([O-])=O.[H][H]>[Pd].CO>[NH2:1][C:4]1[CH:5]=[C:6]2[CH2:12][C@:11]3([CH:17]4[CH2:16][CH2:15][N:14]([CH2:19][CH2:18]4)[CH2:13]3)[O:10][C:7]2=[N:8][CH:9]=1

참가 물질

5

반응물 2

HCID 53708919HCID 53708919, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 11481657HCID 11481657, 화합물수율 81.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A mixture of the enantiomer (R)-(−)-5′-nitrospiro[1-azabicyclo[2.2.2]octane-3,2′(3′H)-furo[2,3-b]pyridine] (3.8 g, 13.3 mmol) and 10% palladium on carbon (48% water wet, 270 g) in methanol (90 ml) was hydrogenated for 1 hour at 50 psi of hydrogen. The catalyst was filtered off through a pad of celite and the solvent was evaporated under reduced pressure; the residue was purified by flash chromatography (eluting with ammoniated chloroform/methanol, 95:5 to 85:15), provided the title compound (2.5 g, 10.8 mmol, 81%): electrospray MS (m/z, relative intensity) 232 ([MH]+, 100).

후처리

  1. filtrationThe catalyst was filtered off through a pad of celite
  2. customthe solvent was evaporated under reduced pressure
  3. customthe residue was purified by flash chromatography (eluting with ammoniated chloroform/methanol, 95:5 to 85:15)

출처 및 근거

ORD 기록
ord-92a89ba3ed46464f999b921dd036d1dc
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07196096B2

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