Potassium Acetate → HCID 11047852, 화합물

HRID 988000노트

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HRID 988000 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][C:18]=1[F:19])[N:15]=[C:14]([I:20])[C:13]([CH2:21]N1C=CC(C(O)(CC)CC(OC(C)(C)C)=O)=CC1=O)=[CH:12]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])(=[O:43])C.[K+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C(O)CCCC.CO.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][C:18]=1[F:19])[N:15]=[C:14]([I:20])[C:13]([CH2:21][OH:43])=[CH:12]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

7

반응물 2

HCID 517044Potassium AcetateHCID 10908472HCID 10908472, 화합물

생성물 1

HCID 11047852HCID 11047852, 화합물

시약·촉매·용매 4

HCID 74236Tetrabutylammonium Bromide촉매HCID 167845palladium(II) acetate촉매HCID 887Methanol용매HCID 62761-Pentanol용매

반응 조건

온도
80 °C

실험 절차

A mixture of tert-butyl 3-[1-(6-benzyloxy-7-fluoro-2-iodo-3-quinolylmethyl)-2-oxo-1,2-dihydro-4-pyridinyl]-3-hydroxypentanoate (obtained according to 1.i, 1.6 g, 2.4 mmol), tetrabutylammonium bromide (0.77 g, 2.4 mmol), potassium acetate (0.24 ml, 2.4 mmol) and palladium acetate (0.55 g, 2.4 mmol) in anhydrous amyl alcohol (30 ml) is heated at 80° C. under an argon atmosphere for 3 hours, then concentrated under reduced pressure. The residue is taken up in methanol (50 ml) and dichloromethane (100 ml), filtered through celite then concentrated under reduced pressure in order to produce a pink solid which is taken up in methanol, then treated with hot activated carbon. The liquor obtained by filtration is concentrated to 5 ml, then placed at 4° C. for 16 hours. The resulting precipitate is collected by filtration and washed with diethyl ether in order to produce, after drying, 370 mg (29%) of a white solid, m.p. >275° C.

후처리

  1. concentrationconcentrated under reduced pressure
  2. filtrationdichloromethane (100 ml), filtered through celite
  3. concentrationthen concentrated under reduced pressure in order
  4. customto produce a pink solid which
  5. additiontreated with hot activated carbon
  6. customThe liquor obtained by filtration
  7. concentrationis concentrated to 5 ml
  8. filtrationThe resulting precipitate is collected by filtration
  9. washwashed with diethyl ether in order
  10. customto produce
  11. customafter drying

출처 및 근거

ORD 기록
ord-b320d05ef1694afaa0365d920c62570c
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06632946B2

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