Triphenylphosphine → HCID 19805434, 화합물

HRID 1681701노트

반응식

HRID 1681701 반응식
N(C(OCC)=O)=NC(OCC)=O.[C:13]([N:18]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:20](=[O:27])[NH:19]1)([O:15][CH2:16][CH3:17])=[O:14].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[N:47]1[CH:52]=[CH:51][CH:50]=[C:49](/[CH:53]=[CH:54]/[CH2:55]O)[CH:48]=1.N1C=CC=C(/C=C/C(OC)=O)C=1.[H-].C([Al+]CC(C)C)C(C)C>C(Cl)(Cl)Cl.C1(C)C=CC=CC=1>[C:13]([N:18]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:20](=[O:27])[N:19]1[CH2:55]/[CH:54]=[CH:53]/[C:49]1[CH:48]=[N:47][CH:52]=[CH:51][CH:50]=1)([O:15][CH2:16][CH3:17])=[O:14]

참가 물질

9

반응물 6

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 584113Ethyl 3-oxo-2,3-dihydro-1H-indazole-1-carboxylateHCID 53576873-Pyridineacrylic acid, methyl esterHCID 5861913(2E)-3-(3-Pyridinyl)-2-propen-1-olHCID 21225700Diisobutylaluminumhydride

생성물 1

HCID 19805434HCID 19805434, 화합물수율 37%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 6212Chloroform용매2회

실험 절차

A solution of diethyl azodicarboxylate (1.6 g) in chloroform (5 ml) was added dropwise to a mixture of 1,2-dihydro-1-carboethoxy-3H-indazol-3-one (1.5 g), triphenylphosphine (2 g) and trans-3-(3-pyridyl)-allyl alcohol [0.95 g; itself prepared from methyl trans-3-(3-pyridyl)-acrylate (J. Het. Chem., 1985, 22, 65) as an oil of satisfactory purity on reduction at 0° C. with a solution of di-isobutylaluminium hydride in toluene] in chloroform (20 ml). The mixture was stirred at ambient temperature for 16 hours and then evaporated to dryness. Diethyl ether was added, the mixture was filtered and the filtrate was evaporated The residue was chromatographed using an increasing gradient of ethyl acetate in petrol as eluant to give 1,2-dihydro-1-carboethoxy-2-[trans-3-(3-pyridyl)allyl]-3H-indazol-3-one (Ex. 213) as an oil (0.84 g) in 37% yield and of satisfactory purity as judged by NMR and mass spectral analysis.

후처리

  1. customevaporated to dryness
  2. additionDiethyl ether was added
  3. filtrationthe mixture was filtered
  4. customthe filtrate was evaporated The residue
  5. customwas chromatographed

출처 및 근거

ORD 기록
ord-479fdca7fe184fd2a0058f7ee13ca294
출처 데이터셋
uspto-grants-1992_12
특허 번호
US05173496

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